Category: 3411-48-1

Name: Tri(naphthalen-1-yl)phosphine. 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: Tri(naphthalen-1-yl)phosphine, is researched, Molecular C30H21P, CAS is 3411-48-1, about Monodentate bulky trinaphthylphosphine as ligand in Rh, Co and Ru catalyzed hydroformylation of 1-hexene. Author is Dabbawala, Aasif A.; Parmar, Dharmesh U.; Bajaj, Hari C.; Jasra, Raksh V..

Rh, Co, and Ru complexes of monodentate bulky trinaphthylphosphine ligand, PNp3, were synthesized and used as catalysts for the hydroformylation of 1-hexene. The catalyst, RhCl(PNp3)3 shows excellent hydroformylation activity as compared to the Co/PNp3 and Ru/PNp3 system. The high conversion (99 %) with high selectivity to aldehydes (97 %) is achieved by RhCl(PNp3)3 catalyst, where RuCl2(PNp3)3 is more active toward hydrogenation rather than hydroformylation.

From this literature《Monodentate bulky trinaphthylphosphine as ligand in Rh, Co and Ru catalyzed hydroformylation of 1-hexene》,we know some information about this compound(3411-48-1)Name: Tri(naphthalen-1-yl)phosphine, but this is not all information, there are many literatures related to this compound(3411-48-1).

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

Reference of Tri(naphthalen-1-yl)phosphine. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: Tri(naphthalen-1-yl)phosphine, is researched, Molecular C30H21P, CAS is 3411-48-1, about Palladium-Catalyzed Cross-Coupling of N-Sulfonylaziridines with Boronic Acids. Author is Duda, Megan L.; Michael, Forrest E..

A mild palladium-catalyzed cross-coupling of unsubstituted and 2-alkyl-substituted aziridines with arylboronic acid nucleophiles is presented. The reaction is highly regioselective and compatible with diverse functionality. A catalytic amount of base, a sterically demanding triarylphosphine ligand, and a phenol additive are critical to the success of the reaction. Coupling of a deuterium-labeled substrate established that ring opening of the aziridine occurs with inversion of stereochem.

There is still a lot of research devoted to this compound(SMILES：C1=CC2=C(C=C1)C(=CC=C2)P(C1=CC=CC2=C1C=CC=C2)C1=CC=CC2=C1C=CC=C2)Reference of Tri(naphthalen-1-yl)phosphine, and with the development of science, more effects of this compound(3411-48-1) can be discovered.

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

Dong, Jie; Yuan, Xiang-Ai; Yan, Zhongfei; Mu, Liying; Ma, Junyang; Zhu, Chengjian; Xie, Jin published an article about the compound: Tri(naphthalen-1-yl)phosphine( cas: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 ).Name: Tri(naphthalen-1-yl)phosphine. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:3411-48-1) through the article.

Transition-metal-catalyzed, redox-neutral dehydrosilylation of alkenes is a long-standing challenge in organic synthesis, with current methods suffering from low selectivity and narrow scope. The authors report a general and simple method for the Mn-catalyzed dehydrosilylation and hydrosilylation of alkenes, with Mn2(CO)10 as a catalyst precursor, by using a ligand-tuned metalloradical reactivity strategy. This enables versatility and controllable selectivity with a 1:1 ratio of alkenes and silanes, and the synthetic robustness and practicality of this method are demonstrated using complex alkenes and light olefins. The selectivity of the reaction was studied using d. functional theory calculations, showing the use of an iPrPNP ligand to favor dehydrosilylation, while a JackiePhos ligand favors hydrosilylation. The reaction is redox-neutral and atom-economical, exhibits a broad substrate scope and excellent functional group tolerance, and is suitable for various synthetic applications on a gram scale. [graphic not available: see fulltext].

There is still a lot of research devoted to this compound(SMILES：C1=CC2=C(C=C1)C(=CC=C2)P(C1=CC=CC2=C1C=CC=C2)C1=CC=CC2=C1C=CC=C2)Name: Tri(naphthalen-1-yl)phosphine, and with the development of science, more effects of this compound(3411-48-1) can be discovered.

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

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Angewandte Chemie, International Edition called Metal-free Catalytic Olefin Hydrogenation: Low-Temperature H2 Activation by Frustrated Lewis Pairs, Author is Greb, Lutz; Ona-Burgos, Pascual; Schirmer, Birgitta; Grimme, Stefan; Stephan, Douglas W.; Paradies, Jan, which mentions a compound: 3411-48-1, SMILESS is C1=CC2=C(C=C1)C(=CC=C2)P(C1=CC=CC2=C1C=CC=C2)C1=CC=CC2=C1C=CC=C2, Molecular C30H21P, Synthetic Route of C30H21P.

A metal-free catalytic olefin hydrogenation has been demonstrated using a frustrated Lewis pair (FLP) strategy. This development evolved from the recognition that the inability to observe the activation of hydrogen by an FLP at room temperature does not necessary imply the absence of reactivity due to fast equilibrium reaction. In the presence of a substrate, the transient dihydrogen-activation product is intercepted by an olefin, thus effecting hydrogenation. The exptl. findings were confirmed by quantum chem. studies.

If you want to learn more about this compound(Tri(naphthalen-1-yl)phosphine)Synthetic Route of C30H21P, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(3411-48-1).

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

Computed Properties of C30H21P. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Tri(naphthalen-1-yl)phosphine, is researched, Molecular C30H21P, CAS is 3411-48-1, about Superbase-Assisted Selective Synthesis of Triarylphosphines from Aryl Halides and Red Phosphorus: Three Consecutive Different SNAr Reactions in One Pot. Author is Malysheva, Svetlana F.; Kuimov, Vladimir A.; Belogorlova, Natalia A.; Albanov, Alexander I.; Gusarova, Nina K.; Trofimov, Boris A..

Aryl halides, ArX (Ar = Ph, 2-, 3- and 4-Tol, 1- and 2-Np, 4-C6H4CONH2; X = F, Cl, Br), rapidly and exothermically (100-180 °C, 0.5-2 h) react with red phosphorus in superbase systems KOH/L, where L is a polar nonhydroxylic complexing solvent (ligand), such as NMP, DMSO, HMPA, to afford the corresponding triarylphosphines (Ar3P) in up to 74 % yield (for X = F). Thus, three consecutive reactions of SNAr (aromatic nucleophilic substitution) to form the three C(sp2)-P bonds are realized in one pot. The synthesis is mostly chemoselective (with rare exception): neither mono- nor diphosphines have been isolated. The best results were attained when aryl fluorides were treated with red phosphorus (Pn) in the KOH/NMP superbase system. This environmentally friendly, PCl3-free synthesis of Ar3P from available starting materials opens an easy and straightforward access to triarylphosphines, which are important ligands, synthetic auxiliaries, and components of high-tech- and medicinally oriented complexes.

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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

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.Ollivier, Jean; Dorizon, Philippe; Piras, Pier P.; de Meijere, Armin; Salauen, Jacques researched the compound: Tri(naphthalen-1-yl)phosphine( cas:3411-48-1 ).Recommanded Product: Tri(naphthalen-1-yl)phosphine.They published the article 《Strain, silyl and steric effects on the regioselectivity of palladium(0) catalyzed allyl esters reduction as alternative to the Wittig reaction》 about this compound( cas:3411-48-1 ) in Inorganica Chimica Acta. Keywords: Wittig reaction alternative; olefination reaction; strain effect regioselectivity allyl ester reduction; palladium catalyzed allyl ester reduction; silyl effect regioselectivity allyl ester reduction; steric effect regioselectivity allyl ester reduction. We’ll tell you more about this compound (cas:3411-48-1).

1-(1-Alkenyl)- (I; n =4, R = H, SiMe3, SiEt3, Bu, X = OAc, OCO2Me; n = 1, R = H, SiMe3, Bu, X = OTs) and 1-(1-cycloalkenyl)cycloalkyl esters (acetate, tosylate, mesylate) (II; n = 1, 3, 4; m = 1, 2) underwent palladium(0) catalyzed hydrogenolysis by sodium formate or n-butylzinc chloride as hydride sources. The regioselectivity of the reduction can be monitored either by ring strain, silyl substitution of the allyl moieties or by using the steric effect of trivalent phosphorus ligands related to their cone angles ϑ. Alkylidenecycloalkanes (III) and cycloalkylidenecycloalkanes (IV) have been obtained, generally in good yields, thus providing a convenient alternative to the Wittig olefination and a new access to allylsilanes.

If you want to learn more about this compound(Tri(naphthalen-1-yl)phosphine)Recommanded Product: Tri(naphthalen-1-yl)phosphine, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(3411-48-1).

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 In Synthesis of Tri(naphthalen-1-yl)phosphine. 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 Effect of Gold(I) on the Room-Temperature Phosphorescence of Ethynylphenanthrene. Author is de Aquino, Araceli; Caparros, Francisco J.; Aullon, Gabriel; Ward, Jas S.; Rissanen, Kari; Jung, Yongsik; Choi, Hyeonho; Lima, Joao Carlos; Rodriguez, Laura.

The synthesis of two series of gold(I) complexes with the general formulas PR3-Au-CC-9-phenanthrenyl [1a-c, PR3 = PPh3, PMe3, P(1-Naph)3], PR3-Au-CC-2-phenanthrenyl (2a-c, same PR3) (diphos)(Au-CC-9-phenanthrenyl)2 (1d,e, diphos = dppm, dppb) (diphos)(Au-CC-2-phenanthrenyl)2 (2d,e) has been realized. The two series differ in the position of the alkynyl substituent on the phenanthrene chromophore, being at the 9-position (9-ethynylphenanthrene) for the L1 series and at the 2-position (2-ethynylphenanthrene) for the L2 series. The compounds have been fully characterized by 1H, 31P NMR, and IR spectroscopy, mass spectrometry, and single-crystal X-ray diffraction resolution in the case of compounds 1a, 1e, 2a, and 2c. The emissive properties of the uncoordinated ligands and corresponding complexes have been studied in solution and within organic matrixes of different polarity (polymethylmethacrylate and Zeonex). Room-temperature phosphorescence (RTP) is observed for all gold(I) complexes whereas only fluorescence can be detected for the pure organic chromophore. In particular, the L2 series presents better luminescent properties regarding the intensity of emission, quantum yields, and RTP effect. Addnl., although the inclusion of all the compounds in organic matrixes induces an enhancement of the observed RTP owing to the decrease in non-radiative deactivation, only the L2 series completely suppresses the fluorescence, giving rise to pure phosphorescent materials.

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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

Qin, Changming; Chen, Jiuxi; Wu, Huayue; Cheng, Jiang; Zhang, Qiang; Zuo, Bing; Su, Weike; Ding, Jinchang published the article 《One-pot synthesis of diaryl ketones from aldehydes via palladium-catalyzed reaction with aryl boronic acids》. Keywords: aromatic aldehyde aryl boronic acid cross coupling palladium; benzophenone derivative preparation; diaryl ketone preparation; palladium cross coupling catalyst.They researched the compound: Tri(naphthalen-1-yl)phosphine( cas:3411-48-1 ).Electric Literature of C30H21P. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:3411-48-1) here.

A Pd-catalyzed coupling-type reaction of aldehydes and organoboronic acids was achieved in the presence of P(1-nap)3, using Cs2CO3 in toluene, providing diaryl ketones with yields ranged from moderate to excellent. The efficiency of this reaction was demonstrated by the compatibility with nitro, cyano, trifluoromethyl, fluoro and chloro groups. Moreover, the rigorous exclusion of air/moisture is not required in these transformations.

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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

Application In Synthesis of Tri(naphthalen-1-yl)phosphine. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: Tri(naphthalen-1-yl)phosphine, is researched, Molecular C30H21P, CAS is 3411-48-1, about Enantioselective synthesis of β2-amino acids using rhodium-catalyzed hydrogenation. Author is Hoen, Rob; Tiemersma-Wegman, Theodora; Procuranti, Barbara; Lefort, Laurent; de Vries, Johannes G.; Minnaard, Adriaan J.; Feringa, Ben L..

A series of protected β2-dehydroamino acids has been prepared in three steps from com. available starting materials in good yields. These were used as substrates in rhodium-catalyzed asym. hydrogenation using a mixed ligand system of monodentate phosphoramidites and phosphines. Optimization of the catalyst structure was achieved by high throughput experimentation. High enantioselectivities were obtained (up to 91%) with full conversion for a number of β-amino acids.

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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

Reference of Tri(naphthalen-1-yl)phosphine. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: Tri(naphthalen-1-yl)phosphine, is researched, Molecular C30H21P, CAS is 3411-48-1, about Palladium-catalyzed vinylic substitution with highly activated aryl halides. Author is Ziegler, Carl B. Jr.; Heck, Richard F..

Aryl bromides with strongly electron-donating substituents generally do not undergo the Ph3P-Pd(OAc)2-catalyzed vinylic substitution reaction in acceptable yields. Competing formation of tetraarylphosphonium salts from the aryl bromide and, in some cases, the reduction of the aryl bromide to the arene occur. Significant improvements in yield are obtained when (o-MeC6H4)3P is used instead of Ph3P. As good or even better results are obtained using the corresponding aryl iodide instead of the bromide and using Pd(OAc)2 without a phosphine as the catalyst.

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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