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3,4-Bismethylenetricyclo[3.1.0.02,6]hexane—Synthesis and Diels-Alder Addition to Tetracyanoethylene

✍ Scribed by Franz Lanzendörfer; Prof. Dr. Manfred Christl

Publisher
John Wiley and Sons
Year
1983
Tongue
English
Weight
247 KB
Volume
22
Category
Article
ISSN
0044-8249

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✦ Synopsis

racemization (k) are determined to be ca. 71 kJ/mol and ca. 3.8 x lop3 s -' (39"C), respectively. The energy of racemization found for 1,l for '-binaphthyl (R)and (S)-lb derivatives['']. is comparable The steric to those hindrance caused by two substituents should be smaller in lb than in l a , since in l b the two methyl groups are further apart due to the presence of the oxygen atoms between the & + NCyN d , &(CN)2 I NC-C N ''I " ( C N ) z 5 6

azulene skeleton and the two methyl groups.

Table . HOMO energies (1st ionization potentials) of dienes 1-5 and relative rate constants for addition of 1-5 to TCNE.

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