Iminophosphanes: Synthesis, Rhodium Complexes, and Ruthenium(II)-Catalyzed Hydration of Nitriles

被引：28

作者：

Rong, Mark K. ^{[1
]}

van Duin, Koen ^{[1
]}

van Dijk, Tom ^{[1
]}

de Pater, Jeroen J. M. ^{[2
]}

Deelman, Berth-Jan ^{[2
]}

Nieger, Martin ^{[3
]}

Ehlers, A. W. ^{[1
,4
,5
]}

Slootweg, J. Chris ^{[1
,5
]}

Lammertsma, Koop ^{[1
,4
]}

机构：

[1] Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, De Boelelaan 1083, NL-1081 HV Amsterdam, Netherlands

[2] Arkema BV, POB 70, NL-4380 AB Vlissingen, Netherlands

[3] Univ Helsinki, Dept Chem, Inorgan Chem Lab, AI Virtasen Aukio 1,POB 55, Helsinki, Finland

[4] Univ Johannesburg, Dept Chem, ZA-2006 Oakland Pk, South Africa

[5] Univ Amsterdam, HIMS, Sci Pk 904, NL-1098 XH Amsterdam, Netherlands

来源：

ORGANOMETALLICS | 2017年 / 36卷 / 05期

关键词：

ANTI-MARKOVNIKOV HYDRATION; MOLECULAR-ORBITAL METHODS; HIGHLY EFFICIENT CATALYSTS; GAUSSIAN-TYPE BASIS; C-H ACTIVATION; TERMINAL ALKYNES; BASIS-SETS; ARENE-RUTHENIUM(II) COMPLEXES; BIFUNCTIONAL CATALYST; BINUCLEAR COMPLEXES;

D O I：

10.1021/acs.organomet.7b00057

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Highly stable iminophosphanes, obtained from alkylating nitriles and reaction of the resulting nitrilium ions with secondary phosphanes, were explored as tunable P-monodentate and 1,3-P,N bidentate ligands in rhodium complexes. X-ray crystal structures are reported for both k1 and k2 complexes with the counterion in one of them being an unusual anionic coordination polymer of silver triflate. The iminophosphane-based ruthenium(II)-catalyzed hydration of benzonitrile in 1,2-dimethoxyethane (180 degrees C, 3 h) and water (100 degrees C, 24 h) and under solvent free conditions (180 degrees C, 3 h) results in all cases in the selective formation of benzamide with yields of up to 96%, thereby outperforming by far the reactions in which the common 2-pyridyldiphenylphosphane is used as the 1,3-P,N ligand.

引用

页码：1079 / 1090

页数：12

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