Activation of Ene-Diamido Samarium Methoxide with Hydrosilane for Selectively Catalytic Hydrosilylation of Alkenes and Polymerization of Styrene: an Experimental and Theoretical Mechanistic Study
Jianfeng Li
1
,
Chaoyue Zhao
1
,
Jinxi Liu
1
,
Hanmin Huang
1
,
Fengxin Wang
1
,
Xiufang Xu
1
,
Chunming Cui
1, 2
Publication type: Journal Article
Publication date: 2016-08-22
scimago Q1
wos Q1
SJR: 0.958
CiteScore: 7.4
Impact factor: 4.7
ISSN: 00201669, 1520510X
PubMed ID:
27547859
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
Samarium methoxide incorporating the ene-diamido ligand L(DME)Sm(μ-OMe)2Sm(DME)L (1; L = [DipNC(Me)C(Me)NDip](2-), Dip = 2,6-iPr2C6H3, and DME = 1,2-dimethoxyethane) has been prepared and structurally characterized. Complex 1 catalyzed the syndiospecific polymerization of styrene upon activation with phenylsilane and regioselective hydrosilylation of styrenes and nonactivated terminal alkenes. Unprecedented regioselectivity (>99.0%) for both types of alkenes has been achieved with the formation of Markovnikov and anti-Markovnikov products in high yields, respectively, whereas the polymerization of styrene resulted in the formation of syndiotactic silyl-capped oligostyrenes. The kinetic experiments and density functional theory calculations strongly support a samarium hydride intermediate generated by σ-bond metathesis of the Sm-OMe bond in 1 with PhSiH3. In addition, the observed regioselectvity for hydrosilylation and polymerization is consistent with the calculated energy profiles, which suggests that the bulky ene-diamido ligand and samarium hydride intermediate have important roles for regio- and stereoselectivity.
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Li J. et al. Activation of Ene-Diamido Samarium Methoxide with Hydrosilane for Selectively Catalytic Hydrosilylation of Alkenes and Polymerization of Styrene: an Experimental and Theoretical Mechanistic Study // Inorganic Chemistry. 2016. Vol. 55. No. 17. pp. 9105-9111.
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Li J., Zhao C., Liu J., Huang H., Wang F., Xu X., Cui C. Activation of Ene-Diamido Samarium Methoxide with Hydrosilane for Selectively Catalytic Hydrosilylation of Alkenes and Polymerization of Styrene: an Experimental and Theoretical Mechanistic Study // Inorganic Chemistry. 2016. Vol. 55. No. 17. pp. 9105-9111.
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TY - JOUR
DO - 10.1021/acs.inorgchem.6b01670
UR - https://doi.org/10.1021/acs.inorgchem.6b01670
TI - Activation of Ene-Diamido Samarium Methoxide with Hydrosilane for Selectively Catalytic Hydrosilylation of Alkenes and Polymerization of Styrene: an Experimental and Theoretical Mechanistic Study
T2 - Inorganic Chemistry
AU - Li, Jianfeng
AU - Zhao, Chaoyue
AU - Liu, Jinxi
AU - Huang, Hanmin
AU - Wang, Fengxin
AU - Xu, Xiufang
AU - Cui, Chunming
PY - 2016
DA - 2016/08/22
PB - American Chemical Society (ACS)
SP - 9105-9111
IS - 17
VL - 55
PMID - 27547859
SN - 0020-1669
SN - 1520-510X
ER -
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@article{2016_Li,
author = {Jianfeng Li and Chaoyue Zhao and Jinxi Liu and Hanmin Huang and Fengxin Wang and Xiufang Xu and Chunming Cui},
title = {Activation of Ene-Diamido Samarium Methoxide with Hydrosilane for Selectively Catalytic Hydrosilylation of Alkenes and Polymerization of Styrene: an Experimental and Theoretical Mechanistic Study},
journal = {Inorganic Chemistry},
year = {2016},
volume = {55},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://doi.org/10.1021/acs.inorgchem.6b01670},
number = {17},
pages = {9105--9111},
doi = {10.1021/acs.inorgchem.6b01670}
}
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MLA
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Li, Jianfeng, et al. “Activation of Ene-Diamido Samarium Methoxide with Hydrosilane for Selectively Catalytic Hydrosilylation of Alkenes and Polymerization of Styrene: an Experimental and Theoretical Mechanistic Study.” Inorganic Chemistry, vol. 55, no. 17, Aug. 2016, pp. 9105-9111. https://doi.org/10.1021/acs.inorgchem.6b01670.