Direct access to a cAAC-supported dihydrodiborene and its dianion

被引:28
作者
Arrowsmith, Merle [1 ,2 ]
Mattock, James D. [3 ]
Boehnke, Julian [1 ,2 ]
Krummenacher, Ivo [1 ,2 ]
Vargas, Alfredo [3 ]
Braunschweig, Holger [1 ,2 ]
机构
[1] Julius Maximilians Univ Wurzburg, Inst Anorgan Chem, D-97074 Wurzburg, Germany
[2] Julius Maximilians Univ Wurzburg, Inst Sustainable Chem & Catalysis Boron, D-97074 Wurzburg, Germany
[3] Univ Sussex, Sch Life Sci, Dept Chem, Brighton BN1 9QJ, Sussex, England
基金
欧洲研究理事会;
关键词
MULTIPLE BONDS; BORON; CARBENE; REACTIVITY; REDUCTION; CHEMISTRY; DIBORENE; SINGLE; BORANE;
D O I
10.1039/c8cc01580e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The two-fold reduction of (cAAC)BHX2 (cAAC = 1-(2,6-diisopropyl-phenyl)-3,3,5,5-tetramethylpyrrolidin-2-ylidene; X = Cl, Br) provides a facile, high-yielding route to the dihydrodiborene (cAAC)(2)B2H2. The (chloro)hydroboryl anion reduction intermediate was successfully isolated using a crown ether. Overreduction of the diborene to its dianion [(cAAC)(2)B2H2](2-) causes a decrease in the B-B bond order whereas the B-C bond orders increase.
引用
收藏
页码:4669 / 4672
页数:4
相关论文
共 23 条
[1]   Reactivity of a Dihydrodiborene with CO: Coordination, Insertion, Cleavage, and Spontaneous Formation of a Cyclic Alkyne [J].
Arrowsmith, M. ;
Boehnke, Julian ;
Braunschweig, Holger ;
Celik, Mehmet Ali .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (45) :14287-14292
[2]   From Borane to Borylene without Reduction: Ambiphilic Behavior of a Monovalent Silylisonitrile Boron Species [J].
Arrowsmith, Merle ;
Auerhammer, Dominic ;
Bertermann, Rudiger ;
Braunschweig, Holger ;
Celik, Mehmet Ali ;
Erdmannsdoerfer, Julian ;
Krummenacher, Ivo ;
Kupfer, Thomas .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (37) :11263-11267
[3]   Formation and Reactivity of Electron-Precise B-B Single and Multiple Bonds [J].
Arrowsmith, Merle ;
Braunschweig, Holger ;
Stennett, Tom E. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (01) :96-115
[4]   Uncatalyzed Hydrogenation of First-Row Main Group Multiple Bonds [J].
Arrowsmith, Merle ;
Boehnke, Julian ;
Braunschweig, Holger ;
Celik, Mehmet Ali ;
Dellermann, Theresa ;
Hammond, Kai .
CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (48) :17169-17172
[5]   Generation of Dicoordinate Boron(I) Units by Fragmentation of a Tetra-Boron(I) Molecular Square [J].
Arrowsmith, Merle ;
Auerhammer, Dominic ;
Bertermann, Ruediger ;
Braunschweig, Holger ;
Bringmann, Gerhard ;
Celik, Mehmet Ali ;
Dewhurst, Rian D. ;
Finze, Maik ;
Gruene, Matthias ;
Hailmann, Michael ;
Hertle, Thomas ;
Krummenacher, Ivo .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (46) :14462-14466
[6]   Isolation of a Neutral Boron-Containing Radical Stabilized by a Cyclic (Alkyl)(Amino) Carbene [J].
Bissinger, Philipp ;
Braunschweig, Holger ;
Damme, Alexander ;
Krummenacher, Ivo ;
Phukan, Ashwini K. ;
Radacki, Krzysztof ;
Sugawara, Shun .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (28) :7360-7363
[7]   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
[8]   Boron-Boron Multiple Bonding: From Charged to Neutral and Back Again [J].
Braunschweig, Holger ;
Dewhurst, Rian D. .
ORGANOMETALLICS, 2014, 33 (22) :6271-6277
[9]   Single, Double, Triple Bonds and Chains: The Formation of Electron-Precise BB Bonds [J].
Braunschweig, Holger ;
Dewhurst, Rian D. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (13) :3574-3583
[10]   Chemical Reduction and Dimerization of 1-Chloro-2,3,4,5-tetraphenylborole [J].
Braunschweig, Holger ;
Chiu, Ching-Wen ;
Wahler, Johannes ;
Radacki, Krzysztof ;
Kupfer, Thomas .
CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (40) :12229-12233