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Novel Naphthalene– and Cyclohexa‐1,3‐diene–Silene Cycloadducts
Author(s) -
Auner Norbert,
Seidenschwarz Claudia,
Herdtweck Eberhardt,
Sewald Norbert
Publication year - 1991
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199104441
Subject(s) - naphthalene , cycloaddition , bicyclic molecule , diene , azulene , chemistry , medicinal chemistry , stereochemistry , organic chemistry , catalysis , natural rubber
“Dichloroneopentylsilaethene” 1 reacts with naphthalene in a surprising [4 + 2] cycloaddition to give the endo product 2. This can be reduced with LiAlH 4 to afford 3 , which was analyzed by X‐ray crystallography. A reaction of 1 with cyclohexa‐1,3‐diene forms bicyclic silacyclobutanes in a [2 + 2] cycloaddition.