Facile insertion of ethylene into a group 14 element-carbon bond: effects of the HOMO-LUMO energy gap on reactivity

被引：33

作者：

Lai, Ting Yi ^{[1
]}

Guo, Jing-Dong ^{[2
,3
]}

Fettinger, James C. ^{[1
]}

Nagase, Shigeru ^{[2
,3
]}

Power, Philip P. ^{[1
]}

机构：

[1] Univ Calif Davis, Dept Chem, One Shields Ave, Davis, CA 95616 USA

[2] Kyoto Univ, Inst Chem Res, Uji, Kyoto 6110011, Japan

[3] Kyoto Univ, Integrated Res Consortium Chem Sci, Uji, Kyoto 6110011, Japan

来源：

CHEMICAL COMMUNICATIONS | 2019年 / 55卷 / 03期

关键词：

C-H ACTIVATION; SN; GE; MOLECULES; SILYLENE; CYCLOADDITION; DIGERMYNES; COMPLEXES; MECHANISM; HYDRIDES;

D O I：

10.1039/c8cc08488b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The diarylstannylenes, Sn(Ar-iPr4)(2) and Sn(Ar-iPr6)(2), (Ar-iPr4 = C6H3-2,6-(C6H3-2,6-Pr-i(2))(2), Ar-iPr6 = C6H3-2,6-(C6H2-2,4,6-Pr-i(3))(2)), undergo a facile migratory insertion reaction with ethylene at 60 degrees C to afford the alkyl aryl stannylenes (ArSnCH2CH2AriPr4)-Sn-iPr4 and (ArSnCH2CH2AriPr6)-Sn-iPr6 which were characterized via(1)H, C-13 and Sn-119 NMR, UV-vis and IR spectroscopy, as well as by X-ray crystallography. Quantum mechanical calculations were performed, and two potential mechanisms were identified, with a migratory insertion reaction pathyway being energetically preferred.

引用

页码：405 / 407

页数：3

共 9 条

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