SYNTHESES AND PROPERTIES OF (1,8-NAPHTHYLENE)BISPYRIDINES AND RELATEDPYRIDINIUM COMPOUNDS

Authors
KATOH T OGAWA K INAGAKI Y OKAZAKI R
Citation
T. Katoh et al., SYNTHESES AND PROPERTIES OF (1,8-NAPHTHYLENE)BISPYRIDINES AND RELATEDPYRIDINIUM COMPOUNDS, Tetrahedron, 53(10), 1997, pp. 3557-3570
Citations number
32
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
10
Year of publication
1997
Pages
3557 - 3570
Database
ISI
SICI code
0040-4020(1997)53:10<3557:SAPO(A>2.0.ZU;2-3
Abstract
(1,8-Naphthylene)bispyridines (1) and a related pyridinium compound (2 ) wee synthesized X-ray crystallographic analysis showed that the two pyridine rings of a 3,3'-(1,8-naphthylene)bispyridine molecule (1a) ar e in an anti conformation. The more intense, bathochromic absorption b and of 1 compared to those of 1-naphthylpyridines (3) were attributed to a decrease of the orbital symmetry. The energy barriers of rotation al isomerization of 1 and 2 are nearly equal to that of 1,8-bistolylna phthalene. (C) 1997 Published by Elsevier Science Ltd.