Molecular addition compounds. 12. Borane adducts of trialkylamines with isopropyl and isobutyl groups of intermediate steric requirements for hydroboration

被引:11
作者
Brown, HC [1 ]
Zaidlewicz, M [1 ]
Dalvi, PV [1 ]
Narasimhan, S [1 ]
Mukhopadhyay, A [1 ]
机构
[1] Purdue Univ, HC Brown & RB Wetherill Labs Chem, W Lafayette, IN 47907 USA
关键词
D O I
10.1021/om9806287
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Borane adducts of selected trialkylamines with isopropyl and isobutyl groups of intermediate steric requirements have been prepared and examined as hydroborating agents. Their reactivity toward 1-octene follows the order i-Pr2NEt . BH3 < i-Bu3N . BH3 < i-PrNBu2i. BH3 < i-Pr2NCH2CH2OMe . BH3 < i-Pr2NBui. BH3 < i-Pr3N . BH3 < i-Pr2NBus. BH3. Borane adducts with i-Pr2NBui, i-Pr3N, and i-Pr2NBus are highly reactive, hydroborating 1-octene in THF at room temperature in less than 1 h. The adduct i-Pr2NBui. BH3 is a liquid above 0 degrees C, 4.6 M in BH3, stable over long periods, and soluble in diethyl ether, tert-butyl methyl ether, tetrahydrofuran, dioxane, dichloromethane, and n-pentane. The adduct i-Pr3N . BH3 is a solid, while i-Pr2NBus. BH3 is a liquid, unstable, slowly evolving diborane at room temperature.
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页码:1305 / 1309
页数:5
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