N-Heterocyclic Carbene-Stabilized Germanium and Tin Analogues of Heavier Nitriles: Synthesis, Reactivity, and Catalytic Application

被引:71
作者
Nesterov, Vitaly [1 ,2 ,3 ,4 ]
Baierl, Ramona [1 ,2 ,3 ,4 ]
Hanusch, Franziska [1 ,2 ,3 ,4 ]
Ferao, Arturo Espinosa [5 ]
Inoue, Shigeyoshi [1 ,2 ,3 ,4 ]
机构
[1] Tech Universifat Munchen, WACKER Inst Silicon Chem, Dept Chem, D-85748 Garching, Germany
[2] Tech Universifat Munchen, Catalysis Res Ctr, D-85748 Garching, Germany
[3] Tech Universifat Munchen, WACKER Inst Silicon Chem, Dept Chem, D-85748 Munich, Germany
[4] Tech Universifat Munchen, Catalysis Res Ctr, D-85748 Munich, Germany
[5] Univ Murcia, Fac Quim, Dept Quim Organ, Campus Espinardo, E-30100 Murcia, Spain
基金
欧洲研究理事会;
关键词
MAIN-GROUP ELEMENTS; TRIPLE BONDS; PHOSPHORUS; SILICON; HYDROBORATION; GERMYLENE; ADDUCTS; PB; SN;
D O I
10.1021/jacs.9b08741
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis of stable heavier analogues of nitriles as monomeric tetrylene-phosphinidenes (Mes)TerEP(IDipp) (E = Ge, Sn; (Mes)Ter = 2,6-Mes(2)C(6)H(3), IDipp = C([N-(2,6-iPr(2)C(6)H(4))CH](2)) was achieved by taking advantage of NHC (N-heterocyclic carbene, here IDipp) coordination to the low-valent phosphorus center. Multiple bonding character of the E-P bonds was examined experimentally and computationally. Both germanium and tin compounds undergo [2+2] cyclo-addition with diphenylketene, whereas reaction of the tin derivative with tris(pentafluorophenyl)borane provided unique "push-pull" phosphastannene ((Mes)Ter)(Ar)Sn = P(IDipp) (Ar = C6F4[B(F)(C6F5)(2)]). Going further, we demonstrated the potential of tetrylene-phosphinidene complexes in catalytic hydroboration of carbonyl compounds.
引用
收藏
页码:14576 / 14580
页数:5
相关论文
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[21]   Coordination of N-Heterocyclic Carbene to H2SiX2 (X = Cl, OTf) and H3SiOTf (OTf = OSO2CF3): Synthesis of Donor-stabilized Parent Silylium Salts with Four- and Five-coordinate Silicon Atoms [J].
Xiong, Yun ;
Yao, Shenglai ;
Driess, Matthias .
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 2013, 68 (5-6) :445-452