Surface Functionalization of Silica by Si-H Activation of Hydrosilanes

被引:66
作者
Moitra, Nirmalya [1 ]
Ichii, Shun [2 ]
Kamei, Toshiyuki [2 ]
Kanamori, Kazuyoshi [1 ]
Zhu, Yang [1 ]
Takeda, Kazuyuki [1 ]
Nakanishi, Kazuki [1 ]
Shimada, Toyoshi [2 ]
机构
[1] Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
[2] Nara Natl Coll Technol, Dept Chem Engn, Nara 6391080, Japan
基金
日本科学技术振兴机构;
关键词
DIP-PEN NANOLITHOGRAPHY; METAL-COMPLEXES; REDUCTION; CATALYSTS; HYDROSILYLATION; GENERATION; EFFICIENT; PATTERNS; AMIDES;
D O I
10.1021/ja504115d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Inspired by homogeneous borane catalysts that promote Si-H bond activation, we herein describe an innovative method for surface modification of silica using hydrosilanes as the modification precursor and tris(pentafluorophenyl)borane (B(C6F5)(3)) as the catalyst. Since the surface modification reaction between surface silanol and hydrosilane is dehydrogenative, progress and termination of the reaction can easily be confirmed by the naked eye. This new metal-free process can be performed at room temperature and requires less than 5 min to complete. Hydrosilanes bearing a range of functional groups, including alcohols and carboxylic acids, have been immobilized by this method. An excellent preservation of delicate functional groups, which are otherwise decomposed in other methods, makes this methodology appealing for versatile applications.
引用
收藏
页码:11570 / 11573
页数:4
相关论文
共 53 条
[1]   Selective Reduction of Carboxylic Acid Derivatives by Catalytic Hydrosilylation [J].
Addis, Daniele ;
Das, Shoubhik ;
Junge, Kathrin ;
Beller, Matthias .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (27) :6004-6011
[2]  
[Anonymous], 1992, COMPREHENSIVE HDB HY, DOI DOI 10.1016/C2009-0-11185-6
[3]   B(C6F5)3-catalyzed hydrosilation of imines via silyliminium intermediates [J].
Blackwell, JM ;
Sonmor, ER ;
Scoccitti, T ;
Piers, WE .
ORGANIC LETTERS, 2000, 2 (24) :3921-3923
[4]   Eu3+ @Organo-Si(HIPE) Macro-Mesocellular Hybrid Foams Generation: Syntheses, Characterizations, and Photonic Properties [J].
Brun, Nicolas ;
Julian-Lopez, Beatriz ;
Hesemann, Peter ;
Laurent, Guillaume ;
Deleuze, Herve ;
Sanchez, Clement ;
Achard, Marie-France ;
Backov, Renal .
CHEMISTRY OF MATERIALS, 2008, 20 (22) :7117-7129
[5]   Lanthanide-Containing Light-Emitting Organic-Inorganic Hybrids: A Bet on the Future [J].
Carlos, Luis D. ;
Ferreira, Rute A. S. ;
Bermudez, Veronica de Zea ;
Ribeiro, Sidney J. L. .
ADVANCED MATERIALS, 2009, 21 (05) :509-534
[6]   Patterned polymer brushes [J].
Chen, Tao ;
Amin, Ihsan ;
Jordan, Rainer .
CHEMICAL SOCIETY REVIEWS, 2012, 41 (08) :3280-3296
[7]   In Vivo Bio-Safety Evaluations and Diagnostic/Therapeutic Applications of Chemically Designed Mesoporous Silica Nanoparticles [J].
Chen, Yu ;
Chen, Hangrong ;
Shi, Jianlin .
ADVANCED MATERIALS, 2013, 25 (23) :3144-3176
[8]   Reactions of hydrosilanes with transition-metal complexes: Formation of stable transition-metal silyl compounds [J].
Corey, JY ;
Braddock-Wilking, J .
CHEMICAL REVIEWS, 1999, 99 (01) :175-292
[9]   Zinc-Catalyzed Chemoselective Reduction of Esters to Alcohols [J].
Das, Shoubhik ;
Moeller, Konstanze ;
Junge, Kathrin ;
Beller, Matthias .
CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (27) :7414-7417
[10]   Zinc-Catalyzed Reduction of Amides: Unprecedented Selectivity and Functional Group Tolerance [J].
Das, Shoubhik ;
Addis, Daniele ;
Zhou, Shaolin ;
Junge, Kathrin ;
Beller, Matthias .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (06) :1770-+