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New C 8 H 10 Isomers: 2‐Methylenebicyclo[3.2.0]hept‐6‐ene and 3‐Methylenetricyclo[4.1.0.0 2,7 ]heptane—Thermal and Metal‐Catalyzed Rearrangements
Author(s) -
Hasselmann Dieter,
Loosen Klaus
Publication year - 1980
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.198006341
Subject(s) - isomerization , heptane , chemistry , ene reaction , catalysis , hydrocarbon , organic chemistry , alkane , photochemistry
The highly strained, new xylene isomers (1) and (2) are of interest for mechanistic studies. (1) undergoes thermal isomerization to (3) and (4) . In n ‐heptane solution, (2) forms (1) [which in turn gives a little (3) and (4) ], whereas (3) and (4) are formed directly from (2) in the gaseous phase. Formation of (5) is surprising.