STRUCTURES OF TRIS(DONOR)-TRIS(ACCEPTOR)-SUBSTITUTED BENZENES .5. ORGANIZATION AND REORGANIZATION OF THE PI-SYSTEM IN A SYMMETRICAL TRIS(ALKYLAMINO)TRINITROBENZENE - BALANCE BETWEEN CYANINE AND QUINOID STRUCTURES

Authors
WOLFF JJ IRNGARTINGER H GREDEL F BOLOCAN I
Citation
Jj. Wolff et al., STRUCTURES OF TRIS(DONOR)-TRIS(ACCEPTOR)-SUBSTITUTED BENZENES .5. ORGANIZATION AND REORGANIZATION OF THE PI-SYSTEM IN A SYMMETRICAL TRIS(ALKYLAMINO)TRINITROBENZENE - BALANCE BETWEEN CYANINE AND QUINOID STRUCTURES, Chemische Berichte, 126(9), 1993, pp. 2127-2131
Citations number
32
Categorie Soggetti
Chemistry
Journal title
Chemische Berichte → ACNP
ISSN journal
00092940
Volume
126
Issue
9
Year of publication
1993
Pages
2127 - 2131
Database
ISI
SICI code
0009-2940(1993)126:9<2127:SOTB.O>2.0.ZU;2-S
Abstract
The pi system of la may adopt markedly different electronic structures with concomitant strong conformational preferences for the six-member ed ring. Neutral 1 a can exist either in a quinoid boat form or as a t wist boat, formally resulting from the coupling of an anionic with a c ationic trimethine-cyanine. Deprotonation gives a rigid quinoid boat s tructure; protonation occurs at a ring atom to form an equally rigid c yanine.