Day: April 6, 2022

Reference of 1,5-Dibromopentane. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 1,5-Dibromopentane, is researched, Molecular C5H10Br2, CAS is 111-24-0, about Design, synthesis and biological evaluation of rasagiline-clorgyline hybrids as novel dual inhibitors of monoamine oxidase-B and amyloid-β aggregation against Alzheimer’s disease. Author is Xie, Sai-Sai; Liu, Jing; Tang, Chunli; Pang, Chengyun; Li, Qing; Qin, Yuelian; Nong, Xiaojie; Zhang, Zhipeng; Guo, Jie; Cheng, Maojun; Tang, Weizhong; Liang, Ningsheng; Jiang, Neng.

A series of rasagiline-clorgyline hybrids was designed, synthesized and investigated in vitro for their inhibition of monoamine oxidase and amyloid-β aggregation. Most of compounds were found to be selective and highly potent hMAO-B inhibitors showing IC50 values in the nanomolar, and exhibited a moderate inhibition of amyloid-β aggregation. 7-((5-(methyl(prop-2-yn-1-yl)amino) pentyl)oxy)chroman-4-one (6j) was the most interesting compound identified in this research, endowed with higher hMAO-B potency (IC50 = 4 nM) and selectivity (SI > 25000) compared to the reference selective inhibitor rasagiline (IC50 = 141 nM, SI > 355), and exhibited good inhibitory activity against Aβ1-42 aggregation (40.78%, 25μM). Kinetic and mol. modeling studies revealed that 7-((5-(methyl(prop-2-yn-1-yl)amino) pentyl)oxy)chroman-4-one was a competitive reversible inhibitor for hMAO-B. Moreover, compound 7-((5-(methyl(prop-2-yn-1-yl)amino) pentyl)oxy)chroman-4-one displayed low toxicity and good neuroprotective effects in SH-SY5Y cell assay, and could penetrate the blood-brain barrier according to the parallel artificial membrane permeability assay. Pharmacokinetics assay revealed that 7-((5-(methyl(prop-2-yn-1-yl)amino) pentyl)oxy)chroman-4-one possessed good pharmacokinetic profiles after i.v. and oral administrations. Overall, these results highlighted that 7-((5-(methyl(prop-2-yn-1-yl)amino) pentyl)oxy)chroman-4-one was an effective and promising multitarget agent against Alzheimer’s disease.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 1,2-Bis(diphenylphosphino)ethane, is researched, Molecular C26H24P2, CAS is 1663-45-2, about Synthesis, spectral and structural studies on NiS2PN and NiS2P2 chromophores and use of Ni(II) dithiocarbamate to synthesize nickel sulfide and nickel oxide for photodegradation of dyes.Application In Synthesis of 1,2-Bis(diphenylphosphino)ethane.

The substitution of one of the dithiocarbamate ligands in homoleptic [Ni(dtc)2] (1) complex (dtc = N,N-di(4-methoxybenzyl)dithiocarbamate) with phosphine ligands gave heteroleptic [Ni(dtc)(PPh3)(NCS)] (2), [Ni(dtc)(PPh3)2] ClO4 (3) and [(dtc)(dppe)] ClO4 (4) complexes. The complexes 2-4 were characterized by elemental anal., spectroscopy and single crystal x-ray diffraction anal. Single crystal x-ray diffraction studies revealed that 2-4 adopt distorted square planar geometry. Noncovalent interactions in 2-4 were quantified using Hirshfeld surface anal. The study of single crystal x-ray diffraction of 2-4 shows that various interactions such as C-H···π (chelate), C-H···π, C-H···O and C-H···S among mols. of complexes 2-4, participate in cooperative way to stabilize the supramol. interactions. DFT calculations were used to determine the electronic structure and properties of 2. The HOMO-LUMO energy difference (2.7445 eV) is small which shows the low kinetic stability of 2. Nanoparticles of Ni sulfide and Ni oxide were successfully synthesized by solvothermal and thermal decomposition of 1, resp. and characterized by powder x-ray diffraction (PXRD), High Resolution SEM (HRSEM), Energy Dispersive Spectroscopy (EDS) and UV Diffuse Reflectance Spectroscopy (UV-DRS). The photocatalytic activity of both nanoparticles was studied for degradation of methylene blue and rhodamine 6G under UV irradiation The Ni oxide has higher photocatalytic activity than Ni sulfide.

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Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 111-24-0, is researched, SMILESS is BrCCCCCBr, Molecular C5H10Br2Journal, Article, Angewandte Chemie, International Edition called Few-Unit-Cell MFI Zeolite Synthesized using a Simple Di-quaternary Ammonium Structure-Directing Agent, Author is Lu, Peng; Ghosh, Supriya; Dorneles de Mello, Matheus; Kamaluddin, Huda Sharbini; Li, Xinyu; Kumar, Gaurav; Duan, Xuekui; Abeykoon, Milinda; Boscoboinik, J. Anibal; Qi, Liang; Dai, Heng; Luo, Tianyi; Al-Thabaiti, Shaeel; Narasimharao, Katabathini; Khan, Zaheer; Rimer, Jeffrey D.; Bell, Alexis T.; Dauenhauer, Paul; Mkhoyan, K. Andre; Tsapatsis, Michael, the main research direction is MFI zeolite quaternary ammonium structure directing agent synthesis; adsorption; catalysis; di-quaternary structure directing agents; pentasil; ultrasmall crystalline domain.Quality Control of 1,5-Dibromopentane.

Synthesis of a pentasil-type zeolite with ultra-small few-unit-cell crystalline domains, which is called FDP (few-unit-cell crystalline domain pentasil), is reported. FDP is made using bis[1,5-(tributylammonium)]pentamethylene cations as structure directing agent (SDA). This di-quaternary ammonium SDA combines Butylammonium, in place of the one commonly used for MFI synthesis, Propylammonium, and a five-carbon nitrogen-connecting chain, in place of the six-carbon connecting chain SDAs that are known to fit well within the MFI pores. X-ray diffraction anal. and electron microscopy imaging of FDP indicate ca. 10 nm crystalline domains organized in hierarchical micro-/meso-porous aggregates exhibiting mesoscopic order with an aggregate particle size ≤ 5μm. Al and Sn can be incorporated into the FDP zeolite framework to produce active and selective methanol-to-hydrocarbon and glucose isomerization catalysts, resp.

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Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called A Mild One-Pot Reduction of Phosphine(V) Oxides Affording Phosphine(III) and Their Metal Catalysts, published in 2021-03-22, which mentions a compound: 1663-45-2, mainly applied to one pot reduction phosphine oxide chlorodisilane reducing reagent oxalylchloride; phosphine derivative transition metal complex preparation; crystal structure chlorophosphonium azolium salt; mol structure chlorophosphonium azolium salt, Recommanded Product: 1,2-Bis(diphenylphosphino)ethane.

The metal-free reduction of a range of phosphine(V) oxides employing oxalyl chloride as an activating agent and hexachlorodisilane as reducing reagent was achieved under mild reaction conditions. The method was successfully applied to the reduction of industrial waste byproduct PPh3(V) oxide, closing the P cycle to cleanly regenerate PPh3(III). Mechanistic studies and quantum chem. calculations support the attack of the dissociated chloride anion of intermediated phosphonium salt at the Si of the disilane as the rate-limiting step for deprotection. The exquisite purity of the resultant phosphine(III) ligands after the simple removal of volatiles under reduced pressure circumvents laborious purification prior to metalation and has permitted the facile formation of important transition metal catalysts.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Regioselective Tandem C-H Alkylation/Coupling Reaction of ortho-Iodophenylethylenes via C,C-Pallada(II)cycles, published in 2021-10-01, which mentions a compound: 111-24-0, Name is 1,5-Dibromopentane, Molecular C5H10Br2, Computed Properties of C5H10Br2.

Five-membered C,C-pallada(II)cycles are a unique class of diorganopalladium species with favorable stability and an electron-rich nature, leading to efficient sequential reactions with diverse electrophiles and nucleophiles. Specifically, the development of aryl-alkenyl-palladacycle-based transformations could provide an attractive approach with regio- and stereocontrol for the construction of multifunctionalized arylethylenes. However, currently, the C,C-pallada(II)cycle formation relies on a rigid skeleton or steric congestion in the backbone to promote cyclopalladation, and the formation of aryl-alkenyl-palladacycle without an α-substituent has not been achieved. Furthermore, reactions that could discriminate between the two sp2 carbon centers of such C(sp2),C(sp2)-palladacycle remain elusive. Herein, a regioselective three-component tandem alkylation/coupling reaction applicable for a variety of non-, α-, or β-substituted and α,β-disubstituted ortho-iodophenylethylenes is reported. Electron-rich 2-pyridone ligands are employed to enable the cyclopalladation process leading to aryl-alkenyl-palladacycle intermediates, of which the two C-Pd bonds are discriminated toward alkylation by their inherent steric and electronic differences. Good linear free-energy relationships between regio-/chemoselectivities and Hammett σ values are observed

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Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Cyclic amidines. X. 2-Aminoquinazoline derivatives》. Authors are Grout, R. J.; Partridge, M. W..The article about the compound:2-Aminoquinazolin-4(3H)-onecas:20198-19-0,SMILESS:O=C1NC(N)=NC2=C1C=CC=C2).Name: 2-Aminoquinazolin-4(3H)-one. Through the article, more information about this compound (cas:20198-19-0) is conveyed.

cf. CA 54, 3439a. 2-(Substituted amino)- and 3-substituted 2-aminoquin-azolines were produced by interaction of a urea, an arenesulfonyl chloride, and Me anthranilate (I). Rearrangements of 3-substituted 2-amino-3,4-dihydro-4-oxoquinazolines to their 2-(substituted amino)isomers, aminolyzes, alkylations, and transalkylations of quinazoline derivatives were examined None of the compounds reported was of therapeutic interest. EtNHCONH2 (8.8 g.) suspended in 30 mL. C5H5N treated during 10 min. at 0° with 17.7 g. PhSO2Cl, the mixture kept overnight at 0°, and heated 4 h. with 15.1 g. I gave 6.1 g. 4-hydroxyquinazolinium chloride, m. 293° (decomposition) (EtOCH2CH2OH). The free base m. 232° (Me2CO); picrate m. 274-5° (decomposition) (AcOH); acetyl derivative, prisms, m. 121-2° (C6H6-ligroine). The C5H5N mother liquor from the isolation of the foregoing chloride evaporated, and the residue codistd. with 130 mL. NH4OH gave 3 g. 4-oxoquinazoline, prisms, m. 186-7° (H2O); picrate, prisms, m. 282-4° (decomposition); acetyl derivative, prisms, m. 158-9° (C6H6-ligroine). The following 4-hydroxy-2-substituted-aminoquinazolines were thus obtained (substituent, m.p., % yield, m.p. of picrate, and m.p. of Ac derivative given): Me, 276°, 7, 294°, 196°; Pr, 198.5-200°, 34 (0.5HCl salt m. 292.5-3.5°) 252°, 118-19°; iso-Pr, 212-13°, 45, 264°, 129-30°; Bu, 187-8°, 39 (0.5HCl salt m. 258-9°), 240°; 111-12°; Me(CH2)4, 157.5-9.0°, 40 (0.5HCl salt m. 235°) 215-16°, 60-2°; cyclohexyl, 209-10°, 58 (0.5HCl salt m. 283°) 267°, 204-5°; PhCH2, 213.5-14.5°, 49, 236°, 124-5°; Ph, 261°, 19, 268°, 202-4° p-C6H4Me, 268-9°, 32, semipicrate, 285°; 209°; o-C6H4Me, 287-9°, 41, 255-6°, 154-6°; p-MeOC6H4, 271-2°, 36, -, 204-5°. The following 2-amino-3,4-dihydro-3-substituted-4-oxoquinazolines were thus obtained [3-substituent, m.p., % yield, m.p. of picrate, and m.p. of Ac derivative given]: Me, 242°, 46, 282-3°, 156-7°; Pr, 186-8°, 16.5, 261°, 151-2°; Bu, 192°, 11, 228-9°, acetyl, 140-1°; Me(CH2)4, 177°, 16, 250°, 96°; PhCH2, 202-4°, 9, 270°, 189-90°; Ph, 252°, 23 (HCl salt m. 291-2°), 268-9°; diacetyl, 209°; p-MeOC6H4, 234-6°, 5 (p-toluenesulfonate m. 258-9°), 271-2°; diacetyl, 206-8°. Pentylamine (17.4 g.) in 20 mL. concentrated HCl and 50 mL. H2O treated with 13 g. NaOCN in 100 mL. H2O gave 17.5 g. pentylurea, b17 137-9°; oxime, m. 102°. Methylphenylcyanamide (3 g.) and 7.4 g. o-methoxycarbonylanilinium p-toluenesulfonate in aqueous alkali heated 2 h. at 210° gave 1.3 g. 4-hydroxy-2-N-methylanilinoquinazoline, prisms, m. 197.5-8.5°; p-toluenesulfonate, prisms, m. 173-4° (alc.-Et2O). p-Methoxyphenylcyanamide (9.8 g.) and 11.4 g. 2-diethylaminoethyl chloride HCl salt refluxed 1 h. in 150 mL. alc. containing 3 g. Na gave 11.3 g. (2-diethylaminoethyl)-p-methoxyphenylcyanamide, m. 31-3°, b4 184°, and 1.4 g. tri-p-methoxyphenylisomelamine, m. 212°. 2-Chloro-4-ethoxyquinazoline (II) and PhNHMe refluxed 1 h. in alc. gave 4-ethoxy-2-N-methylanilinoquinazoline, prisms, m. 87-8° (ligroine); picrate m. 189-90° (decomposition). II (2.3 g.) and 1.2 g. p-anisidine refluxed 1 h. in 20 mL. alc. gave 2.9 g. 2-p-anisidino-4-ethoxyquinazoline, prisms, m. 98-9° (ligroine); picrate m. 179-80° (Me2CO). PhSO2Cl (17.7 g.) added at 0° to 19.4 g. o-ureidobenzoate suspended in 30 mL. C5H5N, and kept overnight at 0° gave 4.9 g. Me o-cyanamidobenzoate, m. 105-6° and 3.5 g. 2,4-dihydroxyquinazoline, m. 349-50°. The alkali insoluble fraction yielded 8.1 g. Me o-benzenesulfonylcyanamidobenzoate, prisms, m. 108° (iso-PrOH). 2-Amino-3,4-dihydro-4-oxo-3-phenylquinazoline (1 g.) refluxed 8 h. with 20 mL. 10N NaOH and the Na salt decomposed with AcOH gave 1 g. 2-anilino-4-hydroxyquinazoline (III), m. 261°; acetyl derivative, m. 202-4°. III was formed in 74% yield when 2-amino-4-hydroxyquinazoline (IIIa) was refluxed 24 h. with 10 mol PhNH2. The following quinazolines were similarly produced by analogous rearrangements and identified by comparison of the base and appropriate derivative with known compounds: 4-hydroxy-2-methylamino-, 95%; 2-ethylamino-4-hydroxy-, 75%; 4-hydroxy-2-propylamino-, 50%; 2-benzylamino-4-hydroxy-, 11%; 4-hydroxy-2-p-methoxyanilino-, 100%, also produced by refluxing 4-ethoxy-2-(p-methoxyanilino-) quinazoline 5 h. with 3N HCl. o-Methoxycarbonylanilinium p-toluenesulfonate (32.3 g.) and 19 g. p-MeC6H4SO3H refluxed 3 h. with 8.4 g. dicyandiamide and 200 mL. H2O gave 15.3 g. p-toluenesulfonate, m. 291-2°. This salt gave 2-guanidino-4-hydroxyquinazoline (IV), m. 310-11° (decomposition). IV (2 g.) refluxed 2 h. with 4 g. KOH in 20 mL. (CH2OH)2, diluted with H2O, and neutralized gave 1.3 g. IIIa, m. 315° (decomposition); picrate m. 258-60° (decomposition); acetyl derivative m. 277-80° (EtOCH2CH2OH). Anthranilic acid (137 g.) in 93 mL. concentrated HCl and 1 l. H2O kept 7 wk with cyanamide gave 86 g. IIIa. IIIa (6.4 g.) and 5.4 g. 2-chloroethyl acetate refluxed 45 min. in 100 mL. alc. containing 0.92 g. Na and 0.6 g. NaI, and left overnight gave 0.8 g. 2-amino-3,4-dihydro-3-(= 2-hydroxyethyl)-4-oxoquinazoline, prisms, m. 224° (alc.); picrate m. 220-1°. CH2ClCH2OH did not effect alkylation. Attempted alkylation of 2-acetamido-4-hydroxyquinazoline with 2-chloroethyl acetate gave only 93% IIIa. 4-Hydroxy-2-methylthioquinazoline (3.8 g.) and 4.6 g. 2-diethylaminoethylamine heated 75 min. at 180° gave 4.1 g. 2-(2-diethylaminoethylamino)-4-hydroxyquinazoline, m. 94-6° (aqueous alc.); picrate m. 234-5° (decomposition); MeI derivative, needles, m. 191-2°; methopicrate, needles, m. 194-5° (H2O). IIIa (3.2 g.) and 12.2 g. ethanolamine refluxed together 6 h. gave 1.15 g. 4-hydroxy-2-(2-hydroxyethylamino)quinazoline, m. 249.5-50.0° (H2O); picrate, needles, m. 212-13° (AcOH). A basic byproduct (1.65 g.), possibly 2,4-bis(2-hydroxyethylamino)quinazoline, crystallized from H2O as prisms, m. 162-3°; picrate m. 226-9° (alc.). Butylamine p-toluenesulfonate prepared in iso-PrOH gave needles, m. 122° (EtOAc). 2-Anilino-4-ethoxyquinazoline (IVa) (2.7 g.) refluxed 1 h. in 30 mL. BuOH containing 0.23 g. Na and poured into H2O gave 2.4 g. 2-anilino-5-butoxyquinazoline (V), prisms, m. 82-3° (alc.); picrate m. 182-3°(alc.). Crude 2-anilino-4-chloroquinazoline (1.1 g.) formed from 2-anilino-4-hydroxyquinazoline and POCl3, furnished 0.2 g. V, when refluxed 16 h. with 25 mL. BuOH containing 0.1 g. Na. IVa (5 g.) afforded 2 g. V, when refluxed 16 h. with 5 g. BuBr in 60 mL. alc. and 0.5 g. Na. The following ethers were obtained by transalkylation similar to that described above: 2-anilino-4-pentyloxyquinazoline (70%), needles, m. 118-19° (iso-PrOH), picrate m. 215-16° (decomposition) and 2-anilino-4-benzyloxyquinazoline (78%), needles, m. 11819° (iso-PrOH), picrate m. 215-16° (decomposition). IVa (5.3 g.) refluxed 1 h. with 60 mL. ethanolamine containing 0.5 g. Na and poured into H2O afforded 5 g. 2-anilino-4-(2-hydroxyethylamino)quinazoline (VI), m. 147-9° (PhMe); picrate, prisms, m. 185° (H2O). At 20°, the reaction yield was 5.15 g. VI was stable to alc. alkali and with HNO2 at 10° gave the nitrite, m. 163-5° (decomposition). 2-Chloro-4-(2-hydroxyethylamino)quinazoline (1 g.) and 0.42 g. PhNH2 in 10 mL. H2O refluxed 45 min. with 0.2 mL. HCl, yielded on basification 1.14 g. VI.

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Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 3411-48-1, is researched, SMILESS is C1=CC2=C(C=C1)C(=CC=C2)P(C1=CC=CC2=C1C=CC=C2)C1=CC=CC2=C1C=CC=C2, Molecular C30H21PJournal, Article, Research Support, Non-U.S. Gov’t, Organic Letters called Regioselective trans-Carboboration of Propargyl Alcohols, Author is Jin, Hongming; Fuerstner, Alois, the main research direction is regioselective trans carboboration propargyl alc; crystal mol structure dioxaborolanyl butenol hexenol boracycle.Name: Tri(naphthalen-1-yl)phosphine.

Proper choice of the base allowed trans-diboration of propargyl alcs. with B2(pin)2 to evolve into an exquisitely regioselective procedure for net trans-carboboration. The method is modular as to the newly introduced carbon substituent (aryl, Me, allyl, benzyl, alkynyl), which is invariably placed distal to the -OH group.

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Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 5-(4-Pyridyl)-1H-tetrazole( cas:14389-12-9 ) is researched.Computed Properties of C6H5N5.Song, Wei-Chao; Pan, Qinhe; Song, Peng-Chao; Zhao, Qiang; Zeng, Yong-Fei; Hu, Tong-Liang; Bu, Xian-He published the article 《Two unprecedented 10-connected bct topological metal-organic frameworks constructed from cadmium clusters》 about this compound( cas:14389-12-9 ) in Chemical Communications (Cambridge, United Kingdom). Keywords: unprecedented ten connected bct organic framework cadmium cluster preparation; cadmium isophthalic acid pyridyl tetrazole metal organic framework preparation; crystal mol structure cadmium isophthalic acid pyridyl tetrazole cluster. Let’s learn more about this compound (cas:14389-12-9).

By simply modifying the expansion of ligand tether length, two Cd(ii) metal-organic frameworks have been constructed from linear tetranuclear and trinuclear cadmium clusters, resp., which present an unprecedented 10-connected unimodal bct net.

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Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Formula: C26H24P2. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 1,2-Bis(diphenylphosphino)ethane, is researched, Molecular C26H24P2, CAS is 1663-45-2, about Synthesis of ruthenium-dithiocarbamate chelates bearing diphosphine ligands and their use as latent initiators for atom transfer radical additions. Author is Aldin, Mohammed Zain; Zaragoza, Guillermo; Delaude, Lionel.

Nine representative [Ru(S2CNEt2)2(diphos)] complexes were prepared in almost quant. yields (91-97%) from [RuCl2(p-cymene)]2, Na diethyldithiocarbamate trihydrate, and a diphosphine (dppm, dppe, dppp, dppb, dpppe, dppen, dppbz, dppf, or DPEphos), using a novel, straightforward, 1-pot procedure. The recourse to a monomodal microwave reactor was instrumental in reaching the thermodn. equilibrium favoring the targeted monometallic trichelates. All the products were fully characterized by using various anal. techniques and the mol. structures of seven of them were determined by x-ray crystallog. NMR, XRD, and IR spectroscopies evidenced a significant contribution of the thioureide resonance form Et2N+:CS2-2 to the electronic structure of the 1,1-dithiolate ligand. MS/MS spectrometry showed the formation of phosphine-free [Ru(S2CNEt2)2]+ cations in the gas phase, except when starting from [Ru(S2CNEt2)2(dppbz)]. The activity of the nine complexes was probed in three different catalytic processes, viz., the cyclopropanation of styrene with Et diazoacetate, the synthesis of vinyl esters from HOBz and 1-hexyne, and the atom transfer radical addition (ATRA) of CCl4 and Me methacrylate. In the 1st two reactions, the saturated trichelates were poorly efficient. This was most likely due to their high stability, which prevented the formation of coordinatively unsaturated species. Contrastingly, with a turnover number of 2000 and an initial turnover frequency of 2080 h-1 for a 0.05 mol% catalyst loading, the [Ru(S2CNEt2)2(dppm)] complex emerged as a very robust, latent ATRA initiator, whose activity matched or outperformed those displayed by the most efficient Ru catalysts described so far.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Synthesis of aryl sulfonyl fluorides from aryl sulfonyl chlorides using sulfuryl fluoride (SO2F2) as fluoride provider, published in , which mentions a compound: 6684-39-5, Name is 2-Chloro-5-pyridinesulfonyl chloride, Molecular C5H3Cl2NO2S, Quality Control of 2-Chloro-5-pyridinesulfonyl chloride.

A highly efficient method for the synthesis of aryl sulfonyl fluorides ArSO2F [Ar = 4-MeC6H4, 4-PhC6H4, 4-ClC6H4, etc.] was developed from aryl sulfonyl chlorides using SO2F2 as fluoride source in up to 98% isolated yield under mild conditions. Gram scale experiments were also conducted, revealing the good practicality of this new protocol.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis