化学
烷基化
氢化物
区域选择性
烷基
钙
药物化学
吡啶
金属
立体化学
有机化学
催化作用
作者
Xizhou Zheng,Iker del Rosal,Xiaowei Xu,Yingming Yao,Laurent Maron,Xin Xu
出处
期刊:Inorganic Chemistry
[American Chemical Society]
日期:2021-03-17
卷期号:60 (7): 5114-5121
被引量:13
标识
DOI:10.1021/acs.inorgchem.1c00161
摘要
Main-group metal calcium-mediated alkylpyridine benzylic C(sp3)–H activation and functionalization have been achieved. The reaction of a calcium hydride complex [{(DIPPnacnac)CaH(thf)}2] (DIPPnacnac = CH{(CMe)(2,6-iPr2–C6H3N)}2) with two equivalents of 2,6-lutidine rapidly yields a monomeric calcium alkyl complex with the release of dihydrogen. A hydride/carbon-bridged binuclear calcium complex [{(DIPPnacnac)Ca}2(μ-H){2-Me-6-(μ-CH2)-Py}(thf)] is obtained from an equimolar treatment of calcium hydride and 2,6-lutidine that is readily converted into mono- or binuclear calcium alkyl complexes upon subsequent addition of 2,6-lutidine. DFT calculations and kinetic studies are conducted to determine their reaction profiles. More significantly, this calcium hydride complex catalyzes regioselective benzylic C–H bond addition of alkylpyridines to a variety of alkenes, affording linear or branched alkylated pyridine derivatives.
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