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Gas‐Phase Thermolysis of 6‐Cyclopropyl‐ and 6‐Oxiranylpentafulvenes: Novel Routes to Dihydroindenes and Vinylcyclopentadienes
Author(s) -
Griesbeck Axel G.,
Peters Karl,
Peters EvaMaria,
von Schnering Hans Georg
Publication year - 1990
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.199008031
Subject(s) - thermal decomposition , mndo , yield (engineering) , gas phase , carbon monoxide , decomposition , chemistry , pyrolysis , phase (matter) , organic chemistry , thermodynamics , physics , molecule , catalysis
In agreement with the results of MNDO calculations, 2 is predominantly formed as the most stable dihydroindene isomer when the cyclopropylpentafulvene 1 (X = CH 2 ) undergoes thermolysis in the gas phase. The analogous 6‐oxi‐ranylpentafulvene 1 (X = O) eliminates carbon monoxide under the same conditions and affords the vinylcyclopentadiene isomer 3 in high yield.