Synthetic and NMR studies on hexaphenylcarbodiphosphorane (Ph3P=C=PPh3)

被引:16
|
作者
Gruber, Marco [1 ]
Bauer, Walter [1 ]
Maid, Harald [1 ]
Schoell, Kilian [1 ]
Tykwinski, Rik R. [1 ]
机构
[1] Friedrich Alexander Univ Erlangen Nurnberg FAU, Dept Chem & Pharm, Organ Chem 1, Henkestr 42, D-91054 Erlangen, Germany
关键词
Carbodiphosphorane; WITTIG reaction; WITTIG reagent; Cumulene; NMR spectroscopy; NUCLEAR-MAGNETIC-RESONANCE; COORDINATED PHOSPHORUS-COMPOUNDS; CHEMICAL-SHIFT CORRELATION; CRYSTAL-STRUCTURES; HALOGEN COMPOUNDS; CUMULATED YLIDES; CARBON; CARBODIPHOSPHORANE; PHOSPHAALKENES; COMPLEXES;
D O I
10.1016/j.ica.2017.04.018
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Bisylides of the type R3P=C=PR3, also known as carbodiphosphoranes, are very reactive compounds having numerous unusual and promising properties. The first representatives of this class of divalent carbon(0) compounds have already been synthesized over 50 years ago, but aspects of their chemistry and properties remain ambiguous. Herein, we report on specific characteristics of a simple carbodiphosphorane, hexaphenylcarbodiphosphorane Ph3P=C=PPh3, based on H-1, C-13, and P-31 NMR studies. The chemical shift and 1JCP coupling characteristics of the central sp- hybridized carbon atom are compared to those of other sp-hybridized carbons. Our spectroscopic findings are supported by simulations, which are in very good agreement with the experimentally determined values. (C) 2017 Elsevier B.V. All rights reserved.
引用
收藏
页码:152 / 158
页数:7
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