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Reactivity of the disilyne RSiSiR (R = Si i Pr[CH(SiMe 3 ) 2 ] 2 ) toward bis(silylcyanide) forming a 1,4‐diaza‐2,3‐disilabenzene analog
Author(s) -
Takeuchi Katsuhiko,
Ichinohe Masaaki,
Sekiguchi Akira,
Guo JingDong,
Nagase Shigeru
Publication year - 2010
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.1617
Subject(s) - chemistry , trimethylsilyl , reactivity (psychology) , adduct , propane , silicon , molecule , medicinal chemistry , crystallography , organic chemistry , medicine , alternative medicine , pathology
The reaction of 1,1,4,4‐tetrakis[bis(trimethylsilyl)methyl]‐1,4‐diisopropyl‐2‐tetrasilyne 1 with 1,3‐bis(cyanodimethylsilyl)propane 4 produced the 1:1 adduct, 1,4‐diaza‐2,3‐disilabenzene analog 5 as deep red crystals, which was characterized by spectroscopic data and X‐ray crystallography. Theoretical calculations on the reaction between the disilyne and silylcyanide show that the reaction proceeds via σ ‐coordination of silylcyanide, in which two molecules of silylcyanide coordinate with the sp‐silicon atoms of disilyne, enabling CC bond formation. Copyright © 2009 John Wiley & Sons, Ltd.