Uncatalyzed Hydrogenation of First-Row Main Group Multiple Bonds

被引：81
作者：
Arrowsmith, Merle [1 ,2 ]
Boehnke, Julian [1 ,2 ]
Braunschweig, Holger [1 ,2 ]
Celik, Mehmet Ali [1 ,2 ]
Dellermann, Theresa [1 ,2 ]
Hammond, Kai [1 ,2 ]
机构：
[1] Julius Maximilians Univ Wurzburg, Inst Inorgan Chem, Hubland, D-97074 Wurzburg, Germany
[2] Julius Maximilians Univ Wurzburg, Inst Sustainable Chem & Catalysis, Hubland, D-97074 Wurzburg, Germany
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2016年 / 22卷 / 48期
基金：
欧洲研究理事会;
关键词：
carbenes; diborenes; hydrogenation; main-group chemistry; reaction mechanism; BORON TRIPLE BOND; NEUTRAL DIBORENE; ACTIVATION; REACTIVITY; CARBENES; SINGLE; H-2; HYDROBORATION; COMPOUND; ANALOGS;
D O I：
10.1002/chem.201604094
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Room temperature hydrogenation of an SIDep-stabilized diboryne (SIDep=1,3-bis(diethylphenyl)-4,5-dihydroimidazol-2-ylidene) and a cAAC-supported diboracumulene (cAAC=1-(2,6-diisopropylphenyl)-3,3,5,5-tetramethylpyrrolidin-2-ylidene) provided the first selective route to the corresponding 1,2-dihydrodiborenes. DFT calculations showed an overall exothermic (G=19.4kcalmol(-1)) two-step asynchronous H-2 addition mechanism proceeding via a bridging hydride.
引用
收藏
页码：17169 / 17172
页数：4
相关论文
共 51 条
[1]  
[Anonymous], 2016, ANGEW CHEM, V128, P11441
[2]  
[Anonymous], 2005, ANGEW CHEM
[3]  
[Anonymous], 2007, The Handbook of Homogeneous Hydrogenation
[4]  
[Anonymous], 2014, ANGEW CHEM
[5]   Neutral Diboron Analogues of Archetypal Aromatic Species by Spontaneous Cycloaddition [J].
Arrowsmith, Merle ;
Boehnke, Julian ;
Braunschweig, Holger ;
Celik, Mehmet Ali ;
Claes, Christina ;
Ewing, William C. ;
Krummenacher, Ivo ;
Lubitz, Katharina ;
Schneider, Christoph .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (37) :11271-11275
[6]   The Synthesis of B2(SIDip)2 and its Reactivity Between the Diboracumulenic and Diborynic Extremes [J].
Boehnke, Julian ;
Braunschweig, Holger ;
Dellermann, Theresa ;
Ewing, William C. ;
Hammond, Kai ;
Jimenez-Halla, J. Oscar C. ;
Kramer, Thomas ;
Mies, Jan .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (46) :13801-13805
[7]   From an Electron-Rich Bis(boraketenimine) to an Electron-Poor Diborene [J].
Boehnke, Julian ;
Braunschweig, Holger ;
Dellermann, Theresa ;
Ewing, William C. ;
Kramer, Thomas ;
Krummenacher, Ivo ;
Vargas, Alfredo .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (15) :4469-4473
[8]   Experimental Assessment of the Strengths of B-B Triple Bonds [J].
Boehnke, Julian ;
Braunschweig, Holger ;
Constantinidis, Philipp ;
Dellermann, Theresa ;
Ewing, William C. ;
Fischer, Ingo ;
Hammond, Kai ;
Hupp, Florian ;
Mies, Jan ;
Schmitt, Hans-Christian ;
Vargas, Alfredo .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (05) :1766-1769
[9]   Diborabutatriene: An Electron-Deficient Cumulene [J].
Boehnke, Julian ;
Braunschweig, Holger ;
Ewing, William C. ;
Hoerl, Christian ;
Kramer, Thomas ;
Krummenacher, Ivo ;
Mies, Jan ;
Vargas, Alfredo .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (34) :9082-9085
[10]  
Bohnke J., 2015, Angew. Chem, V127, P14006
123456