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Facile insertion of ethylene into a group 14 element-carbon bond: effects of the HOMO–LUMO energy gap on reactivity†
Chemical Communications ( IF 4.9 ) Pub Date : 2018-12-05 00:00:00 , DOI: 10.1039/c8cc08488b
Ting Yi Lai 1, 2, 3, 4 , Jing-Dong Guo 5, 6, 6, 7, 8 , James C. Fettinger 1, 2, 3, 4 , Shigeru Nagase 5, 6, 6, 7, 8 , Philip P. Power 1, 2, 3, 4
Affiliation  

The diarylstannylenes, Sn(AriPr4)2 and Sn(AriPr6)2, (AriPr4 = C6H3-2,6-(C6H3-2,6-iPr2)2, AriPr6 = C6H3-2,6-(C6H2-2,4,6-iPr3)2), undergo a facile migratory insertion reaction with ethylene at 60 °C to afford the alkyl aryl stannylenes AriPr4SnCH2CH2AriPr4 and AriPr6SnCH2CH2AriPr6 which were characterized via1H, 13C and 119Sn 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.

中文翻译:

乙烯轻松插入第14组元素碳键:HOMO-LUMO能隙对反应活性的影响

的diarylstannylenes,锡(ARPr4可用2和Sn(ARPR62,(ARPr4可用= C 6 H ^ 3 -2,6-(C 6 H ^ 3 -2,6-22中,Ar i Pr6 = C 6 H 3 -2,6-(C 6 H 2 -2,4,6- i Pr 32),在60°C与乙烯进行迁移迁移,从而获得烷基芳基亚锡基ArPr4SnCH 2 CH 2 Ar i Pr4和Ar i Pr6 SnCH 2 CH 2 Ar i Pr6分别通过1 H,13 C和119 Sn NMR,UV-vis和IR光谱以及X射线晶体学表征。进行了量子力学计算,并确定了两种潜在的机理,其中在能量上优选迁移插入反应途径。
更新日期:2018-12-05
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