Analyzing the synthesis route of 3411-48-1

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Application of 3411-48-1. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: Tri(naphthalen-1-yl)phosphine, is researched, Molecular C30H21P, CAS is 3411-48-1, about Pd-catalyzed addition of boronic acids to vinylogous imines: a convenient approach to 3-sec-alkyl substituted indoles.

A convenient approach to 3-sec-alkyl substituted indoles was developed via palladium-catalyzed addition of arylboronic acids to vinylogous imines generated in situ from sulfonylindoles under mild conditions. E.g, in presence of Pd(OAc)2/tri-1-naphthylphosphine/K2CO3, reaction of sulfonylindole (I) with PhB(OH)2 gave 90% 3-sec-alkyl substituted indole (II).

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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

Downstream Synthetic Route Of 3411-48-1

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Synthesis of triarylphosphines and triarylphosphine oxides through the use of organolithium compounds》. Authors are Mikhailov, B. M.; Kucherova, N. F..The article about the compound:Tri(naphthalen-1-yl)phosphinecas:3411-48-1,SMILESS:C1=CC2=C(C=C1)C(=CC=C2)P(C1=CC=CC2=C1C=CC=C2)C1=CC=CC2=C1C=CC=C2).SDS of cas: 3411-48-1. Through the article, more information about this compound (cas:3411-48-1) is conveyed.

All operations with RLi were run in a N atm. To a solution of PhLi (from 5 g. PhBr, 0.44 g. Li, and 30 ml. absolute Et2O) was added with cooling over 15-20 min. 1.3 g. PCl3 in 20 ml. Et2O, the mixture was decompose with H2O after subsidence of reaction, and the organic layer washed with 10% NaOH to give 1.9 g. (61.3%) Ph3P, m. 77-8° (from EtOH). Similarly ArLi from 4 g. 1-C10H7Br, 0.27 g. Li, and 55 ml. Et2O, treated with 0.9 g. PCl3 in 50 ml. Et2O, water added, the mixture made alk. with NaOH, and the organic layer evaporated, gave 26.9% (1-C10H7)3P, m. 276-8°; crystallized from CHCl3 it forms a CHCl3 adduct, m. 260-2°, losing the solvent at 110°; the pure product m. 278-80°. 9-Bromophenanthrene, (5 g.) added to a BuLi solution from 3 g. BuCl, 0.5 g. Li, and 30 ml. Et2O, precipitated the Li derivative; the solution decanted and the washed precipitate suspended in fresh Et2O and treated with 0.9 g. PCl3 in Et2O, gave a red color which vanished as the addition continued; the usual treatment gave 72% tri-9-phenanthrylphosphine, m. 374-6° (from MePh). Similarly, 9-bromoanthracene gave 20% tri-9-anthrylphosphine, m. 270-3° (from C6H6), and some 18% anthracene. To 0.017 mole PhLi in 32 ml. Et2O was added 5 g. 9,10-dibromoanthracene and, after 20 min., 0.67 g. PCl3 in 15 ml. Et2O, yielding a red solution and precipitate; after 10 min. the usual treatment gave 3.1 g. crude product, which, extracted with hot MePh, gave 1.2 g. tris(9-bromo-10-anthryl)phosphine, orange-yellow, m. 206-8°. To BuLi from 1.1 g. BuCl, 0.2 g. Li, and 20 ml. Et2O was added 2 g. 7-bromobenz[a]anthracene, then 0.35 g. PCl3 in Et2O; the usual treatment gave 53% tris(1,2-benz[a]anthracen-7-yl)phosphine, m. 192-4° (after treatment with hot C6H6). PhLi solution with POCl3 gave 65% Ph3PO, m. 155-7° (from Et2O); 1-C10H7Li gave after 0.5 hr., 38.5% tri-1-naphthylphosphine oxide, m. 335-6.5° (from much CHCl3); 9-phenanthryllithium gave after 10 min. 49% tri-9-phenanthrylphosphine oxide, m. 354-6° (from MePh); while 10-bromo-1,2-benzanthracene yielded tris(benz[a]-anthracen-7-yl)phosphine oxide, m. 191-3° (from C6H6-Et2O). The reaction with POCl3 is vigorous and is best run with ice cooling.

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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

Discovery of 3411-48-1

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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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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

Extended knowledge of 3411-48-1

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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: Tri(naphthalen-1-yl)phosphine, is researched, Molecular C30H21P, CAS is 3411-48-1, about Complexes of gold(I) and platinum(II) with polyaromatic phosphine ligands.Synthetic Route of C30H21P.

Au and Pt(II) complexes of the phosphine ligands PArnPh3-n (Ar = naphthyl, anthracenyl, ferrocenyl and other polyaromatic groups) were synthesized. The electron donating abilities of naphthyl and anthracenyl phosphine ligands was explored using gas phase photoelectron spectral data on the parent phosphines and their relative complexing ability to Pt precursor mols. was assessed by synthetic studies and NMR experiments Their steric parameters were estimated by the Tolman cone angle methodol. using x-ray crystallog. data. The mol. structures of the Au complexes [AuCl(PAn2Ph)]·CHCl3 and [Au(PFc2Ph)2]·CHCl3 were determined

When you point to this article, it is believed that you are also very interested in this compound(3411-48-1)Synthetic Route of C30H21P and due to space limitations, I can only present the most important information.

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

Application of 3411-48-1

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Synthesis of phosphoörganic aromatic compounds with lithium reagents》. Authors are Mikhailov, B. M.; Kucherova, N. F..The article about the compound:Tri(naphthalen-1-yl)phosphinecas:3411-48-1,SMILESS:C1=CC2=C(C=C1)C(=CC=C2)P(C1=CC=CC2=C1C=CC=C2)C1=CC=CC2=C1C=CC=C2).Product Details of 3411-48-1. Through the article, more information about this compound (cas:3411-48-1) is conveyed.

Anthracene does not react with PCl3 in the presence of AlCl3, while PCl5 leads only to Cl derivatives Aryl Li derivatives with P halides in Et2O readily gave P derivatives Thus 3 PhLi and PCl3 gave 61% Ph3P; 1-C10H7Li gave 27% (1-C10H7)3P, m. 278-80°, while 9-phenanthryllithium gave 72% tri-9-phenanthrylphosphine, m. 374-6° (from MePh); 9-anthryllithium gave 20% tri-9-anthrylphosphine, orange-red, m. 270-3°, while 9-bromo-10-anthryllithium gave yellow tris(9-bromo-10-anthryl)phosphine, m. 206-8° (from MePh). Similarly, the Li derivative from 10-bromo-1,2-benzanthracene gave 54.6% tris-(1,2-benzanthr-10-yl)phosphine, yellow, m. 192-4°. POCl3 in Et2O similarly gave 65% Ph3PO, 38% (1-C10H7)3PO, 49% tri-9-phenanthrylphosphine oxide, m. 354-6°, 65% tris-(1,2-benzanthr-10-yl)phosphine oxide, m. 191-3° (from Et2O-benzene); alteration of the proportions of the reagents failed to yield products other than R3PO. Use of C5H10NPOCl2, followed by hydrolysis, gave 64% Ph2PO2H, m. 192-4°, 51% (1-C10H7)2PO2H, m. 198-200°; 9-phenanthryllithium (2 moles/mole chloride) gave 2 acids, 9-phenanthrenephosphonic acid, m. 228-9°, and di-9-phenanthrylphosphinic, acid, giving insoluble Na salt, in 33% and 47% yield, resp.

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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

The influence of catalyst in reaction 3411-48-1

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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: Tri(naphthalen-1-yl)phosphine, is researched, Molecular C30H21P, CAS is 3411-48-1, about Palladium-Catalyzed Cascade Aryl Addition/Intramolecular Lactonization of Phthalaldehyde To Access 3-Aryl- and Alkenylphthalides.Application In Synthesis of Tri(naphthalen-1-yl)phosphine.

A palladium-catalyzed addition of arylboronic acids to phthalaldehyde, followed by an intramol. lactonization to access 3-substituted phthalides, is described. The procedure tolerates a series of functional groups, such as methoxyl, fluoro, chloro, and trifluoromethyl groups. It represents a procedure for the synthesis of 3-substituted phthalides.

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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

The influence of catalyst in reaction 3411-48-1

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Category: chiral-nitrogen-ligands. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: Tri(naphthalen-1-yl)phosphine, is researched, Molecular C30H21P, CAS is 3411-48-1, about Palladium-Catalyzed Coupling of Optically Active Amines with Aryl Bromides. Author is Wagaw, Seble; Rennels, Roger A.; Buchwald, Stephen L..

The coupling of enantiomerically enriched amines with aryl bromides produces the corresponding N-aryl derivatives The choice of ligand in the palladium-catalyzed coupling is critical to the formation of the anilines without loss of enantiomeric purity. While LnPd [L = P(o-tolyl)3] successfully catalyzes the intramol. aryl amination of α-substituted optically pure amines, intermol. coupling reactions with this catalyst system gives racemized products. In contrast, intermol. N-arylations employing LnPd [L = (±)-BINAP] gives products in good yields with no erosion of enantiopurity. A mechanism for the observed racemization is proposed. The utility of the intramol. process is demonstrated by the synthesis of 3, an intermediate in the formal synthesis of 4, a potent ACE inhibitor.

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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

Flexible application of in synthetic route 3411-48-1

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Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 3411-48-1, is researched, Molecular C30H21P, about Structural and photophysical characterization of gold(I) complexes bearing naphthyl chromophores, the main research direction is gold chloro complex naphthylphosphine naphthyl isonitrile preparation crystal structure; fluorescence gold chloro complex naphthylphosphine naphthyl isonitrile; phosphorescence gold chloro complex naphthylphosphine naphthyl isonitrile.HPLC of Formula: 3411-48-1.

The authors prepared two chlorido-Au(I) complexes L-Au-Cl bearing a naphthyl moiety. Complex 1 with L = tris(1-naphthyl)phosphine shows standard linear coordination without further aggregation in the solid state. Complex 2 with L = 2-naphthyl isonitrile is engaged in a complex network of aurophilic and π-π interactions. The two complexes show similar luminescence behavior in solution at room temperature with both intraligand fluorescence and phosphorescence. At 77 K the emission spectra are dominated by intraligand phosphorescence, which is typical of Au complexes with extended π-chromophores.

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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

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Electric Literature of C30H21P. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: Tri(naphthalen-1-yl)phosphine, is researched, Molecular C30H21P, CAS is 3411-48-1, about Palladium-Catalyzed Cross-Coupling of N-Sulfonylaziridines and Alkenylboronic Acids: Stereospecific Synthesis of Homoallylic Amines with Di- and Trisubstituted Alkenes. Author is Teh, Wei Pin; Michael, Forrest E..

A palladium-catalyzed cross-coupling of 2-alkylaziridines with alkenylboronic acids to give homoallylamines, e.g., I, is presented. The reaction is highly regioselective and stereospecific and provides convenient access to enantioenriched amines with 1,1-disubstituted, 1,2-disubstituted, and trisubstituted alkenes. The modular synthesis of a 2,5-disubstituted pyrrolidine natural product I (ant venom alkaloid) was completed in three steps and 67% overall yield.

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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

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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 Effect of various parameters on the stereoselectivity of 1,3-diene synthesis by carbopalladation of allenes, published in 1992, which mentions a compound: 3411-48-1, mainly applied to carbopalladation allene stereochem; diene stereoselective preparation; palladium pi allyl intermediate, Recommanded Product: 3411-48-1.

The effects of the temperature and of the nature of solvent, phosphine ligand and carbon nucleophile on the stereoselectivity of the palladium-catalyzed process involving 1,2-decadiene and vinyl bromide and leading to 1,3-dienes, e.g., (E)- and (Z)-CH2:CMeC(:CHR)CH2CH(CO2Et)2 (R = heptyl), have been studied. This reaction, which produces a 1:1 mixture of dienes in the conditions previously described [THF, Pd(dppe) (dppe = Ph2PCH2CH2PPh2), malonate anion] can be oriented either towards the E-isomer (75%) by using acetonitrile or a hindered phosphine or towards the Z-isomer (83%) when an anion of low nucleophilicity is involved. These results can be related to the relative stability and reactivity of both syn- and anti-π-allyl complexes which are intermediates in the process.

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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