CH-Anion versus anion-π interactions in the crystal and in solution of pentafluorobenzyl phosphonium salts

被引:30
|
作者
Mueller, Michael [1 ]
Albrecht, Markus [1 ]
Sackmann, Johannes [1 ]
Hoffmann, Andreas [1 ]
Dierkes, Fiete [1 ]
Valkonen, Arto [2 ]
Rissanen, Kari [2 ]
机构
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
[2] Univ Jyvaskyla, Ctr Neurosci, Dept Chem, Jyvaskyla 40014, Finland
基金
芬兰科学院;
关键词
N-CONFUSED PORPHYRINS; AB-INITIO; BINDING; RECOGNITION; BR; CL;
D O I
10.1039/c0dt00766h
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A series of phosphonium salts with pentafluorobenzyl substituents have been synthesized and were investigated in the crystal as well as in solution. The solid state structures of 1a, 1b and 2d reveal the presence of anion-pi as well as CH-anion interactions. The two attractive, yet competitive forces seem to act in concert and a directing effect of the CH interaction on the relative position between anion and pi-system is observed. The search for anion-pi interactions in solution failed. Only CH-anion interactions proved to be important in solution.
引用
收藏
页码:11329 / 11334
页数:6
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