A N-heterocyclic carbene Ni(II) complex bearing bis(cyclopentadienyl) ligands as a precatalyst for the dehydrogenative silylation of alcohols with hydrosilanes

被引：18

作者：

Ohta, Hidetoshi ^{[1
]}

Miyoshi, Narumi ^{[1
]}

Sakata, Yoshihiro ^{[1
]}

Okamoto, Yuki ^{[1
]}

Hayashi, Minoru ^{[1
]}

Watanabe, Yutaka ^{[1
]}

机构：

[1] Ehime Univ, Grad Sch Sci & Engn, Dept Mat Sci & Biotechnol, Matsuyama, Ehime 7908577, Japan

来源：

TETRAHEDRON LETTERS | 2015年 / 56卷 / 22期

关键词：

Nickel catalyst; N-Heterocyclic carbene; Dehydrogenative silylation; Alcohol; Hydrosilane; CROSS-COUPLING REACTIONS; C-F BOND; SILANE ALCOHOLYSIS; HOMOGENEOUS CATALYSIS; IRIDIUM(I) COMPLEXES; NICKEL-COMPLEXES; ETHERS; ACTIVATION; CLEAVAGE; SILICON;

D O I：

10.1016/j.tetlet.2015.04.069

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An air- and moisture-stable N-heterocyclic carbene Ni(II) complex bearing bis(cyclopentadienyl) ligands was found to be an effective precatalyst for the dehydrogenative silylation of alcohols with hydrosilanes. Various aryl and alkyl alcohols were silylated in the presence of the Ni catalyst (1-4 mol %) in toluene at 110 degrees C, giving the corresponding silyl ethers in 59-99% isolated yields. Time-course studies revealed that the reaction has an induction period, during which the Ni(II) complex would be reduced to catalytically active Ni(0) species. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：2910 / 2912

页数：3

共 50 条

[21] Synthesis of palladium(0) and -(II) complexes with chelating bis(N-heterocyclic carbene) ligands and their application in semihydrogenation
Sluijter, Soraya N.
Warsink, Stefan
Lutz, Martin
Elsevier, Cornelis J.
DALTON TRANSACTIONS, 2013, 42 (20) : 7365 - 7372
[22] A Ruthenium Protic N-Heterocyclic Carbene Complex as a Precatalyst for the Efficient Transfer Hydrogenation of Aryl Ketones
Tsui, Brian T. H.
Sung, Molly M. H.
Kinas, Jenny
Hahn, F. Ekkehardt
Morris, Robert H.
ORGANOMETALLICS, 2022, 41 (15) : 2095 - 2105
[23] Homobimetallic hydride and dihydrogen complexes of ruthenium bearing N-heterocyclic carbene ligands
Mala, Deep
Jagirdar, Balaji R.
Patil, Yogesh P.
Nethaji, Munirathinam
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2017, 830 : 203 - 211
[24] An Arene-Mercury(II) N-Heterocyclic Carbene Complex
Liu, Yongsheng
Wan, Xiangjian
Xu, Fengbo
ORGANOMETALLICS, 2009, 28 (18) : 5590 - 5592
[25] Facile Hydrolysis of Nickel(II) Complexes with N-Heterocyclic Carbene Ligands
Astakhov, Alexander V.
Khazipov, Oleg V.
Degtyareva, Evgeniya S.
Khrustalev, Victor N.
Chernyshev, Victor M.
Ananikov, Valentine P.
ORGANOMETALLICS, 2015, 34 (24) : 5759 - 5766
[26] Organometallic chemistry of bis(N-heterocyclic carbene) ligands containing a heteroarene spacer
Zhao, Shixian
Wu, Junshi
Chen, Wanzhi
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2017, 848 : 249 - 280
[27] Enhanced cytotoxicity of silver complexes bearing bidentate N-heterocyclic carbene ligands
Monteiro, Diana C. F.
Phillips, Roger M.
Crossley, Benjamin D.
Fielden, Jake
Willans, Charlotte E.
DALTON TRANSACTIONS, 2012, 41 (13) : 3720 - 3725
[28] Recent Developments in the Applications of Palladium Complexes Bearing N-Heterocyclic Carbene Ligands
Mata, Jose A.
Poyatos, Macarena
CURRENT ORGANIC CHEMISTRY, 2011, 15 (18) : 3309 - 3324
[29] Synthesis and Characterization of Novel Iron(II) Complexes with Tetradentate Bis(N-heterocyclic carbene)-Bis(pyridine) (NCCN) Ligands
Raba, Andreas
Cokoja, Mirza
Ewald, Stefan
Riener, Korbinian
Herdtweck, Eberhardt
Poethig, Alexander
Herrmann, Wolfgang A.
Kuehn, Fritz E.
ORGANOMETALLICS, 2012, 31 (07) : 2793 - 2800
[30] Controlled synthesis of nickel(II) dihalides bearing two different or identical N-heterocyclic carbene ligands and the influence of carbene ligands on their structures and catalysis
Liu, Zhi-hong
Xu, Yan-Chao
Xie, Ling-Zhi
Sun, Mei
Shen, Qi
Zhang, Yong
DALTON TRANSACTIONS, 2011, 40 (17) : 4697 - 4706

← 1 2 3 4 5 →