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Novel 5-(4-subst.phenyldiazenyl)-1,3,2-lambda-4-oxazaborines and their rearrangement to 1,2,4,3-lambda-4-triazaborines
Authors: Pešková Markéta | Šimůnek Petr | Bertolasi Valerio | Macháček Vladimír | Lyčka Antonín
Year: 2006
Type of publication: článek v odborném periodiku
Name of source: Organometallics
Publisher name: American Chemical Society
Place: Washington
Page from-to: 2025-2030
Titles:
Language Name Abstract Keywords
cze Novel 5-(4-subst.fenyldiazenyl)-1,3,2-lambda-4-oxazaboriny a jejich přesmyk na 1,2,4,3-lambda-4-triazaboriny Reakcí 4-substituovaných benzendiazonium-tetrafenylborátů s b-enaminony (deriváty pentan-2,4-dionu, 1-fenylbutan-1,3-dionu a 1,4-difenylbutan-1,3-dionu) s primární nebo sekundární (N-methyl, N-fenyl) aminoskupinou v CH2Cl2 vznikají 5-(subst.fenyldiazenyl)-2,2-difenyl-4,6-disubstituované-, nebo 5-(subst.fenyldiazenyl)-2,2-difenyl-3,4,6-trisubstituované-1,3,2lambda4-oxazaboriny. Byl identifikován reakční intermediát a navržen mechanismus této reakce. Při teplotách vyšších než 100 °C přesmykují substituované 1,3,2lambda4-oxazaboriny postupně na 1,2,4,3lambda4-triazaboriny. azokopulace, beta-enaminony, oxazaboriny, triazaboriny, rentgenostrukturní analýza, NMR
eng Novel 5-(4-subst.phenyldiazenyl)-1,3,2-lambda-4-oxazaborines and their rearrangement to 1,2,4,3-lambda-4-triazaborines The reaction of substituted benzenediazonium tetraphenylborates with the b-enaminones derived from pentane-2,4-dione, 1-phenylbutane-1,3-dione and 1,4-diphenylbutane-1,3-dione with primary or secondary (N-methyl, N-phenyl) amino group in CH2Cl2 gives 5-(subst.phenyldiazenyl)-2,2-diphenyl-4,6-disubstituted-, or 5-(subst.phenyldiazenyl)-2,2-diphenyl-3,4,6-trisubstituted-1,3,2lambda4-oxazaborines, respectively. The reaction intermediate of these compounds has been identified, and the mechanism of the reaction has been suggested. Substituted 1,3,2lambda4-oxazaborines gradually rearrange into 1,2,4,3lambda4-triazaborines at temperatures above 100 °C. azo coupling, beta-enaminones, oxazaborines, triazaborines, X-Ray, NMR

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