LITHIUM-INDUCED CYCLIZATION OF TETRABENZOCYCLYNE - A NOVEL ZIPPER REACTION OF CYCLIC O-ETHYNYLBENZENES

Authors
BRADSHAW JD SOLOOKI D TESSIER CA YOUNGS WJ
Citation
Jd. Bradshaw et al., LITHIUM-INDUCED CYCLIZATION OF TETRABENZOCYCLYNE - A NOVEL ZIPPER REACTION OF CYCLIC O-ETHYNYLBENZENES, Journal of the American Chemical Society, 116(8), 1994, pp. 3177-3179
Citations number
38
Categorie Soggetti
Chemistry
Journal title
Journal of the American Chemical Society → ACNP
ISSN journal
00027863
Volume
116
Issue
8
Year of publication
1994
Pages
3177 - 3179
Database
ISI
SICI code
0002-7863(1994)116:8<3177:LCOT-A>2.0.ZU;2-8
Abstract
Reacting lithium with 3,14-Tetrabenzo-3,7,11,15-tetradehydro16annule ne (tetrabenzocyclyne, QBC) in THF gives the meso and d,l-pair of 9,1 8-bis(trimethylsilyl) diindeno2,3-g:2',3'-pchrysene. The X-ray cryst al structures of these compounds show them to be ribbon oligomers with two helical interactions correlated with two chiral centers.