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Reactions of 2,2,4,4‐Tetramethyl‐3‐methylenecyclobutylidene; Thermal Rearrangements of a 2‐Methylenebicyclo[2.1.0]pentane
Author(s) -
Brinker Udo H.,
Erdle Wolfgang
Publication year - 1987
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.198712601
Subject(s) - pentane , thermal decomposition , carbene , chemistry , alkane , medicinal chemistry , stereochemistry , organic chemistry , photochemistry , hydrocarbon , catalysis
1,3‐Insertion in the CH bonds of the methyl groups in the carbene 1 leads to formation of the strained 2‐methylenebicyclo[2.1.0]pentane 2 as main product. Also formed are 3 and possibly the [l.l.l]propellane4, evidence for which, however, is provided only by the secondary product 5. The thermolysis of 2 affords the first activation parameters for this class of compounds.