SiO2-Supported Rh Catalyst for Efficient Hydrosilylation of Olefins Improved by Simultaneously Immobilized Tertiary Amines

被引：27

作者：

Motokura, Ken ^{[1
]}

Maeda, Kyogo ^{[1
]}

Chun, Wang-Jae ^{[2
]}

机构：

[1] Tokyo Inst Technol, Sch Mat & Chem Technol, Dept Chem Sci & Engn, Midori Ku, 4259 Nagatsuta Cho, Yokohama, Kanagawa 2268502, Japan

[2] Int Christian Univ, Grad Sch Arts & Sci, Mitaka, Tokyo 1818585, Japan

来源：

ACS CATALYSIS | 2017年 / 7卷 / 07期

关键词：

rhodium complex; amine; silica; hydrosilylation; concerted catalysis; HETEROGENEOUS SYNERGISTIC CATALYSIS; METAL-OXIDE CATALYSTS; TSUJI-TROST REACTION; ORGANIC-BASE; BISPHOSPHINE COMPLEX; SUPPORTED CATALYSTS; PALLADIUM COMPLEX; AEROBIC OXIDATION; SILICA; SURFACE;

D O I：

10.1021/acscatal.7b01523

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The simultaneous immobilization of a Rh complex and a tertiary amine on a SiO2 surface afforded a highly active supported catalyst for the hydrosilylation of terminal olefins. The turnover number in the reaction using 0.00005 mol % of the Rh catalyst approached 1 900 000 over 24 h. A broad range of terminal olefins and hydrosilanes acted as good substrates, giving their corresponding hydrosilylation products in excellent yields. CSI-mass analysis of the precursor solution containing the Rh complex and tertiary amine indicated complexation between these two precursors. The resultant close positioning of the Rh complex and amine after attachment onto SiO2 surface led to excellent catalysis.

引用

收藏

页码：4637 / 4641

页数：5

相关论文

共 32 条

[1] Surface Organometallic and Coordination Chemistry toward Single-Site Heterogeneous Catalysts: Strategies, Methods, Structures, and Activities [J].

Coperet, Christophe ;

Comas-Vives, Aleix ;

Conley, Matthew P. ;

Estes, Deven P. ;

Fedorov, Alexey ;

Mougel, Victor ;

Nagae, Haruki ;

Nunez-Zarur, Francisco ;

Zhizhko, Pavel A. .

CHEMICAL REVIEWS, 2016, 116 (02) :323-421

[2] Enantioselective Heterogeneous Synergistic Catalysis for Asymmetric Cascade Transformations [J].

Deiana, Luca ;

Ghisu, Lorenza ;

Afewerki, Samson ;

Verho, Oscar ;

Johnston, Eric V. ;

Hedin, Niklas ;

Bacsik, Zoltan ;

Cordova, Armando .

ADVANCED SYNTHESIS & CATALYSIS, 2014, 356 (11-12) :2485-2492

[3] Pd Immobilized in Mesoporous Silica Particles as Recyclable Catalysts for Suzuki-Miyaura Coupling: Cooperative Effects Exerted by Co-Immobilized Amine Functionalities [J].

Dickschat, Arne T. ;

Surmiak, Sabrina ;

Studer, Armido .

SYNLETT, 2013, 24 (12) :1523-1528

[4] Bifunctional mesoporous silica nanoparticles as cooperative catalysts for the Tsuji-Trost reaction - tuning the reactivity of silica nanoparticles [J].

Dickschat, Arne T. ;

Behrends, Frederik ;

Surmiak, Sabrina ;

Weiss, Mark ;

Eckert, Hellmut ;

Studer, Armido .

CHEMICAL COMMUNICATIONS, 2013, 49 (22) :2195-2197

[5] MECHANISM OF HOMOGENEOUS HYDROSILATION OF ALKENES BY (ETA-5-CYCLOPENTADIENYL)RHODIUM [J].

DUCKETT, SB ;

PERUTZ, RN .

ORGANOMETALLICS, 1992, 11 (01) :90-98

[6] Molecular Engineering of Trifunctional Supported Catalysts for the Aerobic Oxidation of Alcohols [J].

Fernandes, Antony E. ;

Riant, Olivier ;

Jensen, Klavs F. ;

Jonas, Alain M. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (37) :11044-11048

[7] One "Click" to controlled bifunctional supported catalysts for the Cu/TEMPO-catalyzed aerobic oxidation of alcohols [J].

Fernandes, Antony E. ;

Riant, Olivier ;

Jonas, Alain M. ;

Jensen, Klavs F. .

RSC ADVANCES, 2016, 6 (43) :36602-36605

[8] Elucidation of Surface Species through in Situ FTIR Spectroscopy of Carbon Dioxide Adsorption on Amine-Grafted SBA-15 [J].

Foo, Guo Shiou ;

Lee, Jason J. ;

Chen, Chia-Hsin ;

Hayes, Sophia E. ;

Sievers, Carsten ;

Jones, Christopher W. .

CHEMSUSCHEM, 2017, 10 (01) :266-276

[9] Rhodium(I) complexes with hemilabile N-heterocyclic carbenes: Efficient alkyne hydrosilylation catalysts [J].

Jimenez, M. Victoria ;

Perez-Torrente, Jesds J. ;

Bartolome, M. Isabel ;

Gierz, Verena ;

Lahoz, Fernando J. ;

Oro, Luis A. .

ORGANOMETALLICS, 2008, 27 (02) :224-234

[10] Probing the surfaces of heterogeneous catalysts by in situ IR spectroscopy [J].

Lamberti, Carlo ;

Zecchina, Adriano ;

Groppo, Elena ;

Bordiga, Silvia .

CHEMICAL SOCIETY REVIEWS, 2010, 39 (12) :4951-5001

← 1 2 3 4 →