Synthesis and characterization of (perfluoroaryl)borane-functionalized carbosilane dendrimers and their use as Lewis acid catalysts for the hydrosilation of acetophenone

被引:75
作者
Roesler, R [1 ]
Har, BJN [1 ]
Piers, WE [1 ]
机构
[1] Univ Calgary, Dept Chem, Calgary, AB T2N 1N4, Canada
关键词
D O I
10.1021/om0205187
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Carbosilane dendrimers capped with 4, 8, and 12 perfluoroarylborane Lewis acids are prepared via a self-catalyzed silation of the aryl ether 1 with the appropriate Si-H terminated dendrimer scaffold. The dendrimers were fully characterized by spectroscopic methods and MALDI-TOF mass spectrometry and tested as catalysts for the hydrosilation of acetophenone using triethylsilane, exhibiting only slightly inferior activities in comparison to B(C6F5)(3).
引用
收藏
页码:4300 / 4302
页数:3
相关论文
共 54 条
[1]   Light-harvesting dendrimers [J].
Adronov, A ;
Fréchet, JMJ .
CHEMICAL COMMUNICATIONS, 2000, (18) :1701-1710
[2]  
[Anonymous], 1983, US Pat., Patent No. [4410688, 4 410 688]
[3]   Dendritic catalysts and dendrimers in catalysis [J].
Astruc, D ;
Chardac, F .
CHEMICAL REVIEWS, 2001, 101 (09) :2991-3023
[4]   Designing dendrimers based on transition metal complexes. Light-harvesting properties and predetermined redox patterns [J].
Balzani, V ;
Campagna, S ;
Denti, G ;
Juris, A ;
Serroni, S ;
Venturi, M .
ACCOUNTS OF CHEMICAL RESEARCH, 1998, 31 (01) :26-34
[5]  
BECKE S, 1999, Patent No. 9901558
[6]   1H and 19F NMR investigation of the reaction of B(C6F5)3 with water in toluene solution [J].
Beringhelli, T ;
Maggioni, D ;
D'Alfonso, G .
ORGANOMETALLICS, 2001, 20 (23) :4927-4938
[7]   Mechanistic studies on the B(C6F5)3 catalyzed allylstannation of aromatic aldehydes with ortho donor substituents [J].
Blackwell, JM ;
Piers, WE ;
McDonald, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (07) :1295-1306
[8]   B(C6F5)3-catalyzed silation of alcohols:: A mild, general method for synthesis of silyl ethers [J].
Blackwell, JM ;
Foster, KL ;
Beck, VH ;
Piers, WE .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (13) :4887-4892
[9]   About dendrimers: Structure, physical properties, and applications [J].
Bosman, AW ;
Janssen, HM ;
Meijer, EW .
CHEMICAL REVIEWS, 1999, 99 (07) :1665-1688
[10]   Allylic substitution with dendritic palladium catalysts in a continuously operating membrane reactor [J].
Brinkmann, N ;
Giebel, D ;
Lohmer, G ;
Reetz, MT ;
Kragl, U .
JOURNAL OF CATALYSIS, 1999, 183 (02) :163-168