Metal-mediated diboration of Alkynes with [2]borametalloarenophanes under stoichiometric, homogeneous, and heterogeneous conditions

被引:93
作者
Braunschweig, Holger [1 ]
Kupfer, Thomas [1 ]
Lutz, Matthias [1 ]
Radacki, Krzysztof [1 ]
Seeler, Fabian [1 ]
Sigritz, Rainer [1 ]
机构
[1] Univ Wurzburg, Inst Anorgan Chem, D-97074 Wurzburg, Germany
关键词
boron; diboration; heterogeneous catalysis; palladium; platinum;
D O I
10.1002/anie.200603130
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) ansa-[2]Borabis(benzene)chromophane and ansa-[2]boraferroarenophane were treated with alkynes in the presence of catalytic amounts of platinum or palladium/charcoal (see example) to afford the corresponding ansa-bis(boryl)alkenes in excellent yields and without detectable side products. The use of Pt and Pd are the first examples of diboration reactions of alkynes to be conducted under heterogeneous conditions. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:8048 / 8051
页数:4
相关论文
共 43 条
[11]   TRANSITION-METAL-PROMOTED HYDROBORATIONS OF ALKENES, EMERGING METHODOLOGY FOR ORGANIC TRANSFORMATIONS [J].
BURGESS, K ;
OHLMEYER, MJ .
CHEMICAL REVIEWS, 1991, 91 (06) :1179-1191
[12]   The development of enantioselective rhodium-catalysed hydroboration of olefins [J].
Carroll, AM ;
O'Sullivan, TP ;
Guiry, PJ .
ADVANCED SYNTHESIS & CATALYSIS, 2005, 347 (05) :609-631
[13]  
CORNILS WA, 2000, CATALYSIS A Z CONCIS
[14]   Phosphine exchange reactions involving cis-[Pt(PPh3)2(Bcat)2] (cat=1,2-O2C6H4) and the oxidative addition of 1,2-B2Cl2(NMe2)2 to Pt0 [J].
Curtis, D ;
Lesley, MJG ;
Norman, NC ;
Orpen, AG ;
Starbuck, J .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1999, (10) :1687-1694
[15]   Zirconocene-mediated preparation of 1,3-, 1,4-, and 2,3-dibora-1,3-butadienes: Their isolation and characterization and use in Suzuki-Miyaura coupling [J].
Desurmont, G ;
Klein, R ;
Uhlenbrock, S ;
Laloe, E ;
Deloux, L ;
Giolando, CM ;
Kim, YW ;
Pereira, S ;
Srebnik, M .
ORGANOMETALLICS, 1996, 15 (15) :3323-3328
[16]  
Entwistle C. D., 2002, ANGEW CHEM, V114, P3051
[17]  
Entwistle CD, 2002, ANGEW CHEM INT EDIT, V41, P2927, DOI 10.1002/1521-3773(20020816)41:16<2927::AID-ANIE2927>3.0.CO
[18]  
2-L
[19]   Polymer-immobilized N,N'-bis(acetylacetone)ethylenediamine cobalt(II) Schiff base complex and its catalytic activity in comparison with that of its homogenized analogue [J].
Gupta, KC ;
Abdulkadir, HK ;
Chand, S .
JOURNAL OF APPLIED POLYMER SCIENCE, 2003, 90 (05) :1398-1411
[20]   Transition metal-catalysed addition reactions of H-heteroatom and inter-heteroatom bonds to carbon-carbon unsaturated linkages via oxidative additions [J].
Han, LB ;
Tanaka, M .
CHEMICAL COMMUNICATIONS, 1999, (05) :395-402