SYNTHESIS AND STRUCTURE OF [6](1,4)NAPHTHALENOPHANE AND [6](1,4)ANTHRACENOPHANE AND THEIR PERI-SUBSTITUTED DERIVATIVES

Authors
TOBE Y SAIKI S MINAMI H NAEMURA K
Citation
Y. Tobe et al., SYNTHESIS AND STRUCTURE OF [6](1,4)NAPHTHALENOPHANE AND [6](1,4)ANTHRACENOPHANE AND THEIR PERI-SUBSTITUTED DERIVATIVES, Bulletin of the Chemical Society of Japan, 70(8), 1997, pp. 1935-1942
Citations number
39
Categorie Soggetti
Chemistry
Journal title
Bulletin of the Chemical Society of Japan → ACNP
ISSN journal
00092673
Volume
70
Issue
8
Year of publication
1997
Pages
1935 - 1942
Database
ISI
SICI code
0009-2673(1997)70:8<1935:SASO[A>2.0.ZU;2-N
Abstract
[6](1,4)Naphthalenophane (1a), [6](1,4)anthracenophane (2a), and their peri-substituted derivatives 1b, 1c and 2b were synthesized from 8-br omo[6]paracyclophane (4) by a benzoannelation method. The (HNMR)-H-1 s pectral properties of 1b, 1c, and 2b as well as the X-ray crystallogra phic structure analysis of 1b indicate that their bridged aromatic rin gs are more distorted than those of the corresponding parent systems, la and 2a. Thermally reversible photochemical isomerization of 1b and 2b took place readily, giving the corresponding Dewar valence isomers, 10b and 11b.