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A 1‐Aza‐2‐silacyclobut‐3‐ene and an Alkyne from [Li{Si(SiMe 3 ) 3 }(thf) 3 ] and the Isocyanide 2,6‐Me 2 C 6 H 3 NC
Author(s) -
Hitchcock Peter B.,
Lappert Michael F.,
Layh Marcus
Publication year - 1999
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(19990215)38:4<501::aid-anie501>3.0.co;2-z
Subject(s) - alkyne , isocyanide , tetramethylethylenediamine , chemistry , ene reaction , medicinal chemistry , organic chemistry , catalysis
The novel zwitterionic heterocycle 1 was unexpectedly obtained from the reaction between [Li(SiR 3 )(thf) 3 ] and ArNC. Upon heating 1 underwent an interesting ring opening to give the alkyne 2 . Hence the C≡C bond effectively arises from the C−C coupling of two ArNC moieties. R=SiMe 3 , Ar=2,6‐Me 2 C 6 H 3 , tmeda= N , N , N ′, N ′‐tetramethylethylenediamine.