ATROPISOMERISM IN ARYL-SUBSTITUTED BORAZINES

ATROPISOMERISM IN ARYL-SUBSTITUTED BORAZINES
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DOI:
10.1021/ic00210a011
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发表时间:
1985-01-01
影响因子:
4.6
通讯作者:
FRANGE, B
FRANGE, B
中科院分区:
化学2区
文献类型:
--
作者:
ALLAOUD, S;FRANGE, B

文献摘要

被引文献

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合成了A ',AT',Ar”-三邻甲苯基环硼嗪(o-CH_3C_6 H_4 NBX)_3(X= Cl,Br,Me,Et),并用~(13)C NMR对其进行了研究。CH_3 MgI与B,B ',B”-三氯-A',A“,A”“-三邻甲苯基环硼氮烷(X= Cl)在乙醚中反应生成的甲基衍生物(X= Me)是单独的顺式异构体与已鉴定的B-羟基副产物的混合物。由于空间原因,该甲基化反应未能提供预期的反式异构体:相反,在水解步骤期间出现B-羟基化合物。
The A’, AT', Ar"-tri-o-tolylborazines (o-CH3C6H4NBX) 3 (X= Cl, Br, Me, Et) were prepared and studied by means of and 13C NMR. The methyl derivative (X= Me) resulting from the reaction of CH3MgI on the B, B', B"-trichloro-A’, A'', A'"-tri-o-tolyl-borazine (X= Cl) in diethyl ether was shown to bea mixture of the cis isomer alone with B-hydroxy byproducts that were identified. This methylation reaction fails to provide the expected trans isomer for steric reasons: instead, B-hydroxy compounds appear during the hydrolysis step.