MIGRATION OF REDUNDANT ETHYNYL SUBSTITUENTS ALONG POLYCYCLIC AROMATICHYDROCARBON PERIPHERIES - CONSEQUENCES FOR POLYCYCLIC AROMATIC HYDROCARBON BUILD UP
M. Sarobe et al., MIGRATION OF REDUNDANT ETHYNYL SUBSTITUENTS ALONG POLYCYCLIC AROMATICHYDROCARBON PERIPHERIES - CONSEQUENCES FOR POLYCYCLIC AROMATIC HYDROCARBON BUILD UP, Tetrahedron letters, 38(41), 1997, pp. 7255-7258
The formation of cyclopenta[cd]pyrene (5) and benzo[ghi]fluoranthene (
6) upon FVT of 3,9-bisethynylphenanthrene (1) and 8-ethynylfluoranthen
e (2), respectively, suggests that redundant ethynyl substituents, whi
ch cannot give five- and/or six-membered ring formation via ethynyl et
hylidene carbene equilibration followed by carbene C-H insertion, can
migrate along the PAH periphery at high temperatures. (C) 1997 Elsevie
r Science Ltd.