Selective hydrosilylation of alkenes catalyzed by an organoyttrium complex
Selective hydrosilylation of alkenes catalyzed by an organoyttrium complex
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DOI：
10.1021/jo00049a056
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发表时间：
1992-11
影响因子：
3.6
通讯作者：
G. Molander;M. Julius
中科院分区：
文献类型：
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作者：
G. Molander;M. Julius
“除非另有说明，反应均在环境温度下在苯中进行。1 指纯化材料的产率。所有化合物均已通过光谱（NMR、13C NMR、IR）进行了充分表征，并且已通过高分辨率质谱和/或燃烧分析确定了元素组成。c 以 2:1 的非对映异构体混合物形式分离。以 96:4 比例的单氢化硅烷化产物形式分离。“反应z该反应在 60" C 下进行。* 反应在 34-38" C 下进行。虽然可以分离出适度产量的所需产物，但仍需要进一步开发更高选择性的催化剂。最后，尽管有机钇催化剂具有极高的路易斯酸性，但该过程能够耐受多种官能团，包括卤化物、醚和缩醛（条目 10 和 12）。 Watson 和 Marks 通过有机镧系元素、有机锕系元素和相关的第 3 族有机金属化合物对烯烃进行氢化硅烷化，6 也许最可行的是方案 I 中描述的方法。
" Reactions were performed at ambient temperatures in benzene unless indicated otherwise. 1 Refers to yields of purified materials. All of the compounds have been fully characterized spectroscopi-cally (NMR, 13C NMR, IR), and elemental composition has been established by high-resolution mass spectrometry and/or combustion analysis. c Isolated as a 2: 1 mixture of diastereomers. dIsolated as a 96: 4 ratio of mono hydrosilylated products.‘The reaction was performed in toluene. zThe reaction was performed at 60" C.* Reactions were performed at 34-38" C.Although modest yields of the desired products could be isolated, further development of more highly selective catalysts will be required. Finally, despite the extreme Lewis acidity of the organoyttrium catalyst the process is tolerant of a variety of functional groups including halides, ethers, and acetals (entries 10 and 12). Of two feasible catalytic cycles outlined by Watson and Marks for the hydrosilylation of alkenes by organo-lanthanides, organoactinides, and related group 3 or-ganometallics, 6 perhaps the most viable is the one depicted in Scheme I.