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Straightforward Access to Oxazaborines, Diazaborinones and Triazaborines by Reactions of beta-Enaminoamides with 4-Methylbenzenediazonium Tetraphenylborate
Authors: Svobodová Markéta | Bárta Jan | Šimůnek Petr | Bertolasi Valerio | Macháček Vladimír
Year: 2009
Type of publication: článek v odborném periodiku
Name of source: Journal of Organometallic Chemistry
Page from-to: 63-71
Titles:
Language Name Abstract Keywords
cze Přímá cesta k oxazaborinům, diazaborinonům a triazaborinům reakcí beta-enaminoamidů s 4-methylbenzendiazonium-tetrafenylborátem Reakcí substituovaných beta-enaminoamidů s 4-methylbezendiazonium-tetrafenylborátem v dichlormethanu vznikají vedle primárních produktů azokopulace na alfa-uhlík beta-enaminoamidů směsi heterocyklických sloučenin boru: 1,3,2-lambda-4-oxazaboriny, 1H-1,3,2-lambda-4-diazaborin-4-ony a 4H-1,2,4,3-lambda-4-triazaboriny. Zastoupení produktů se mění dle reakčních podmínek, zejména podle toho, zda je ve směsi přítomna báze (octan sodný). Heterocyklické sloučeniny byly separovány chromatograficky a identifikovány na základě X-ray, 1H, 11B, 13C a 15N NMR spekter a elementárních analýz. beta-Enaminoamidy, diazonium-tetrafenylborát, oxazaboriny, diazaborinony, triazaboriny
eng Straightforward Access to Oxazaborines, Diazaborinones and Triazaborines by Reactions of beta-Enaminoamides with 4-Methylbenzenediazonium Tetraphenylborate The reaction of substituted beta-enaminoamides with 4-methylbenzenediazonium tetraphenylborate in dichloromethane produces besides the primary products of azo coupling reaction at the alpha-carbon atom of beta-enaminoamides, also mixtures of heterocyclic compounds of boron: 1,3,2-lambda-4-oxazaborines, 1H-1,3,2-lambda-4-diazaborin-4-ones and 4H-1,2,4,3-lambda-4-triazaborines. Proportions of the products change depending on the reaction conditions, particularly depending on the presence or absence of base (sodium acetate) in the reaction mixture. The heterocyclic compounds were separated chromatographically and identified by means of X-ray, 1H, 11B, 13C and 15N NMR spectra and elemental analyses. beta-Enaminoamides, diazonium tetraphenylborate, oxazaborines, diazaborinones, triazaborines, NMR, X-ray

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