Asymmetric synthesis and absolute configuration of a planar chiral phosphapalladacycle with a ferrocenyl framework

被引：8

作者：

Gorunova, Olga N. ^{[2
]}

Livantsov, Michail V. ^{[1
]}

Grishin, Yuri K. ^{[1
]}

Kataeva, Nadezhda A. ^{[3
]}

Kochetkov, Konstantin A. ^{[2
]}

Churakov, Andrei V. ^{[3
]}

Kuz'mina, Lyudmila G. ^{[3
]}

Dunina, Valery V. ^{[1
]}

机构：

[1] Moscow MV Lomonosov State Univ, Dept Chem, Lenin Hills 1,GSP-2, Moscow 119991, Russia

[2] Russian Acad Sci, AN Nesmeyanov Inst Organoelement Cpds, Moscow 119991, Russia

[3] Russian Acad Sci, NS Kurnakov Inst Gen & Inorgan Chem, Moscow 119991, Russia

来源：

POLYHEDRON | 2012年 / 31卷 / 01期

关键词：

Planar chirality; Central chirality; Phosphapalladacycles; Crystal structures; Asymmetric synthesis; Stereoselective substitution; OPTICALLY-ACTIVE PHOSPHAPALLADACYCLES; ENANTIOMERIC PURITY DETERMINATION; AZA-CLAISEN REARRANGEMENT; ALPHA-AMINO-ACIDS; NMR-SPECTROSCOPY; PROMOTED HYDROPHOSPHINATION; FUNCTIONALIZED PHOSPHINES; CYCLOPALLADATED LIGANDS; PALLADIUM COMPLEXES; X-RAY;

D O I：

10.1016/j.poly.2011.08.026

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A monodentate optically active tertiary alpha-ferrocenylethylphosphine was prepared from the corresponding tertiary a-ferrocenylethylamine; Me2N group substitution by a tert-Bu2P group occurs with complete retention of the enantiomeric composition and absolute configuration of the alpha-carbon stereocentre. The cyclopalladation of this phosphine ligand results in the formation of a phosphapalladacycle bearing the elements of central and planar chirality with a high diastereoselectivity. The enantiomeric composition of the CP-palladacycle was determined by P-31{H-1} NMR spectroscopy using (S)-prolinate as a chiral derivatizing agent. The structure and absolute configuration of the phosphapalladacycle were established using NMR spectroscopy and an X-ray diffraction study of its (S)-prolinate derivative. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：37 / 43

页数：7

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