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The question of C- vs. O-silylation of ketenes: electrophilic triethylsilylation of diphenylketene
- Source :
- Proceedings of the National Academy of Sciences of the United States. May 3, 2005, Vol. 102 Issue 18, p6251, 4 p.
- Publication Year :
- 2005
-
Abstract
- Electrophilic triethylsilylation of diphenylketene leads to exclusive C-silylation giving the diphenyl(triethylsilyl)acetyl cation in the solution phase even though density functional theory calculations at the B3LYP/6-311+G* level indicate that the O-silylation of diphenylketene is preferred over C-silylation by 5.4 kcal/mol in the gas phase. On the other hand, in the case of the parent ketene, similar density functional theory calculations show that C-silylation is preferred over O-silylation by 8.2 kcal/mol.
- Subjects :
- Science and technology
Subjects
Details
- Language :
- English
- ISSN :
- 00278424
- Volume :
- 102
- Issue :
- 18
- Database :
- Gale General OneFile
- Journal :
- Proceedings of the National Academy of Sciences of the United States
- Publication Type :
- Academic Journal
- Accession number :
- edsgcl.132873590