T. Chan, T. Mak, C. Poon
1986
Citations
0
Influential Citations
12
Citations
Journal
Tetrahedron
Abstract
Abstract A 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.