| 有机磷化合物的研究 XXV: 溶剂性质对烯丙在膦酸酯碳阴离子和芳醛反应区域选择性的影响 |
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| 引用本文： | 袁承业,姚家昌,李树森,马益林,钟心懋.有机磷化合物的研究 XXV: 溶剂性质对烯丙在膦酸酯碳阴离子和芳醛反应区域选择性的影响[J].化学学报,1989,47(3):304-307. |
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| 作者姓名： | 袁承业 姚家昌 李树森 马益林 钟心懋 |
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| 作者单位： | 中国科学院上海有机化学研究所 |
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| 摘 要： | 本文研究烯丙基膦酸二乙酯碳阴离子和苯甲醛, 对甲基苯甲醛的反应, 考察了溶剂对反应区域选择性的影响.
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| 关 键 词： | 有机磷化合物 膦酸酯类 选择性 乙酯 质子磁共振谱法 溶剂效应 苯甲醛 烯丙基 阴碳离子 |
Studies on organophosphorus compounds XXV: The effect of solvents on the regioselectivity of the reaction of the carbanion of diethyl allylphosphonate with the aromatic aldehydes |
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| YUAN CHENGYE,YAO JIACHANG,LI SHUSEN,MA YILING,ZHONG XINMAO.Studies on organophosphorus compounds XXV: The effect of solvents on the regioselectivity of the reaction of the carbanion of diethyl allylphosphonate with the aromatic aldehydes[J].Acta Chimica Sinica,1989,47(3):304-307. |
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| Authors: | YUAN CHENGYE YAO JIACHANG LI SHUSEN MA YILING ZHONG XINMAO |
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| Abstract: | The reaction of the carbanion of di-Et allylphosphonate (I) with BzH and p-methylbenzaldehyde was reported. A series of solvents with different polarity was employed to study the effect of solvents on the regioselectivity of the reaction. The reaction was kinetically controlled. The reaction took place predominately on the a-position in THF, and more g-substituted product was obtained than the a-substituted product in n-pentane. With the addition of complexing agent, such as TMEDA or HMPT, the effect of solvents on the regioselectivity of the reaction decreased. |
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| Keywords: | ORGANO PHOSPHORUS COMPOUNDS PHOSPHONIC ACID ESTER SELECTIVITY ETHYL ESTER PROTON MAGNETIC RESONANCE SPECTROMETRY SOLVENT EFFECT BENZALDEHYDE ALLYL GROUP CARBANION |
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