A Stable Derivative of Cyclooctatrienyne - Synthesis and Crystal-Structures of 1,4,7,10-Tetramethyl-5,6-Didehydrodibenzo[A,E]Cyclooctene and 1,4,7,10-Tetramethyldibenzo[A,E]Cyclooctene
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AbstractA stable derivative of cyclooctatrienyne (1), namely 1,4,7,10-tetramethyl-5,6-didehydrodibenzo-[a,e]cyclooctene (3), has been synthesized and fully characterized. X-Ray crystallographic analyses indicate that 3 adopts a “butterfly” conformation intermediate between those of virtually planar 5,6-didehydrodibenzo-[a,e]cyclooctene (2) and tub-shaped 1,4,7,10-tetramethyldibenzo[a,e]cyclooctene(16). The methyl substituents effectively shield the otherwise rather exposed strained triple bond of 3 and kinetically stabilize it against dimerization and/or air oxidation.
All Author(s) ListCHAN TL, MAK TCW, POON CD, WONG HNC, JIA JH, WANG LL
Journal nameTetrahedron
Year1986
Volume Number42
Issue Number2
Pages655 - 661
ISSN0040-4020
LanguagesEnglish-United Kingdom

Last updated on 2020-22-05 at 01:22