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 | Health & Environmental Research Online (HERO)

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Citation
Tags

HERO ID

7701240

Reference Type

Journal Article

Title

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

Author(s)

Wolff, JJ; Irngartinger, H; Gredel, F; Bolocan, I; ,

Year

1993

Is Peer Reviewed?

Journal

Chemische Berichte
ISSN: 0009-2940

Publisher

VCH PUBLISHERS INC

Location

DEERFIELD BEACH

Page Numbers

2127-2131

Web of Science Id

WOS:A1993MA55000023

Abstract

The pi system of la may adopt markedly different electronic structures with concomitant strong conformational preferences for the six-membered ring. Neutral 1 a can exist either in a quinoid boat form or as a twist boat, formally resulting from the coupling of an anionic with a cationic trimethine-cyanine. Deprotonation gives a rigid quinoid boat structure; protonation occurs at a ring atom to form an equally rigid cyanine.