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Azulene-substituted pyranylium salts. Syntheses and products characterization

✍ Scribed by Alexandru C. Razus; Liviu Birzan; Claudia Pavel; Oana Lehadus; Andreea Cristina Corbu; Cristian Enache

Publisher
Journal of Heterocyclic Chemistry
Year
2006
Tongue
English
Weight
660 KB
Volume
43
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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The synthesis of 4‐azulene‐substituted 2,6‐diphenyl‐ and 2,6‐dimethyl‐pyranylium salts and 2‐azulenesubstituted 4,6‐dimethyl‐pyranylium salts by nucleophilic substitution at pyranylium moiety with various azulenes was studied. The starting materials for 2,6‐diphenyl derivatives were 4 chlorinated pyranylium salts. They were obtained by the halogenation with PCl~5~ of corresponding pyranones and were used either in situ or after separation. For the synthesis of dimethyl derivatives the corresponding pyranones were treated with POCl~3~ and the resulted intermediate was reacted in situ with azulene. In the aim to study the influence of dihedral angle between azulene and pyranylium planes on the recorded spectra, both moieties were adequately substituted. The obtained results were in accord with the calculated values.

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Azulene-substituted pyridines and pyridi
Azulene-substituted pyridines and pyridinium salts. Synthesis and structure. 2. Azulene-substituted pyridinium salts
✍ Alexandru C. Razus; Liviu Birzan; Claudia Pavel; Oana Lehadus; Andreea Corbu; Fi 📂 Article 📅 2007 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 579 KB

ClO 4 -N + Me(Ph) R Az Me(Ph) R 1 ClO 4 -R 1 = Me, Bu, iPr, Bn, Ph, tBu 4-Azulen-1-yl substituted 2,6-dimethyl-and 2,6-diphenyl-pyridinium salts are obtained in yields between 50 % and 100 % in the reaction of corresponding 4-azulen-1-yl-pyranylim salts and various amines. The effects of amine stru

Azulene-Substituted Pyridines and Pyridi
Azulene-Substituted Pyridines and Pyridinium Salts. Synthesis and Structure. Part 2. Azulene-Substituted Pyridinium Salts.
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Azulene-substituted pyridines and pyridi
Azulene-substituted pyridines and pyridinium salts. Synthesis and structure. 1. Azulene-substituted pyridines
✍ Alexandru C. Razus; Liviu Birzan; Claudia Pavel; Oana Lehadus; Andreea Corbu; Fi 📂 Article 📅 2007 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 347 KB

in ethanol 1) +AzH in CH 3 NO 2 2) AcONH 4 (a) (b) 4-Azulen-1-yl substituted 2,6-dimethyl-and 2,6-diphenyl-pyridines are obtained in good yields from the reaction of corresponding 4-azulen-1-yl-pyranylium salts and ammonium acetate in ethanol or starting from 4-chloro-2,6-diphenyl-pyranylium salts