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2,5,7,10‐Tetrakis(trimethylsilyl)‐1,6‐methano[10]annulene, a Fluxional Valence Tautomer with Cyclopolyolefin Structure
Author(s) -
Neidlein Richard,
Wirth Wolfgang,
Gieren Alfred,
Lamm Viktor,
Hübner Thomas
Publication year - 1985
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.198505871
Subject(s) - annulene , tautomer , chemistry , valence (chemistry) , trimethylsilyl , crystal structure , aromaticity , crystallography , valence bond theory , stereochemistry , computational chemistry , molecule , medicinal chemistry , molecular orbital , organic chemistry
Nullification of the aromatic structure of 1,6‐methano[10]annulene by substitution is observed in the title compound. In solution at room temperature, single and double bonds fluctuate with concomitant mutual change of conformation of the seven‐membered rings, whereas in the crystal a valence structure is frozen in.