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
[31]   Synthesis and characterization of platinum(II)-bis(boryl) catalyst precursors for diboration of alkynes and diynes: Molecular structures of cis-[(PPh(3))(2)Pt(B-4-Bu(t)cat)(2)], cis-[(PPh(3))(2)Pt(Bcat)(2)], cis-[(dppe)Pt(Bcat)(2)], cis-[(dppb)Pt(Bcat)(2)], (E)-(4-MeOC(6)H(4))C(Bcat)=CH(Bcat), (Z)-(C6H5)C(Bcat)=C(C6H5)(Bcat), and (Z,Z)-(4-MeOC(6)H(4))C(Bcat)=C(Bcat)C(Bcat)=C(4-MeOC(6)H(4))(Bcat) (cat equals 1,2-O2C6H4; dppe equals Ph(2)PCH(2)CH(2)PPh(2); dppb equals Ph(2)P(CH2)(4)PPh(2)) [J].
Lesley, G ;
Nguyen, P ;
Taylor, NJ ;
Marder, TB ;
Scott, AJ ;
Clegg, W ;
Norman, NC .
ORGANOMETALLICS, 1996, 15 (24) :5137-5154
[32]   Transition metal complexes incorporating the BF2 ligand formed by oxidative addition of the B-B bond in B2F4 [J].
Lu, N ;
Norman, NC ;
Orpen, AG ;
Quayle, MJ ;
Timms, PL ;
Whittell, GR .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 2000, (22) :4032-4037
[33]   Transition metal catalysed diboration [J].
Marder, TB ;
Norman, NC .
TOPICS IN CATALYSIS, 1998, 5 (1-4) :63-73
[34]   ZIRCONOCENE-MEDIATED CYCLIZATION OF ALKYNYL DIBORYLMETHANES TO 1,3-DIBOROLANES [J].
METZLER, N ;
NOTH, H ;
THOMANN, M .
ORGANOMETALLICS, 1993, 12 (07) :2423-2425
[35]   PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS OF ORGANOBORON COMPOUNDS [J].
MIYAURA, N ;
SUZUKI, A .
CHEMICAL REVIEWS, 1995, 95 (07) :2457-2483
[36]   Selectivity, activity and durability:: Homogenic catalysis in the chemical industry [J].
Röper, M .
CHEMIE IN UNSERER ZEIT, 2006, 40 (02) :126-135
[37]   Key technology of the chemical industry -: Heterogenic catalysis [J].
Schüth, F .
CHEMIE IN UNSERER ZEIT, 2006, 40 (02) :92-103
[38]  
Thomas J. M., 1997, Principles and Practice of Heterogeneous Catalysis
[39]   Single-site heterogeneous catalysts [J].
Thomas, JM ;
Raja, R ;
Lewis, DW .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (40) :6456-6482
[40]  
THOMAS JM, 2002, ANGEW CHEM, V117, P6614