Aromatic boron wheels with more than one carbon atom in the center:: C2B8, C3B93+, and C5B11+

被引：87
作者：
Erhardt, S
Frenking, G
Chen, ZF
Schleyer, PV
机构：
[1] Univ Marburg, Fachbereich Chem, D-35039 Marburg, Germany
[2] Univ Georgia, Dept Chem, Athens, GA USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2005年 / 44卷 / 07期
关键词：
aromaticity; boron; carboranes; density functional calculations;
D O I：
10.1002/anie.200461970
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A convergent synthesis of α-methylene amides exploits a hybrid radical/ionic concept in which radical carbonylation of alkynes is followed by ionic trapping of the resulting carbonyl-containing radical species with amines (see scheme). The reaction of substituted terminal alkynes with pressurized CO, Bu3SnH, and 2,2′-azobis-isobutyronitrile in the presence of a large excess of amines gave good yields of the corresponding α-methylene amides. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：1078 / 1082
页数：5
相关论文
共 35 条
[1]   Natural chemical shielding analysis of nuclear magnetic resonance shielding tensors from gauge-including atomic orbital calculations [J].
Bohmann, JA ;
Weinhold, F ;
Farrar, TC .
JOURNAL OF CHEMICAL PHYSICS, 1997, 107 (04) :1173-1184
[2]   Planar tetracoordination of carbon in groups 4 and 5 organometallic chemistry [J].
Choukroun, R ;
Cassoux, P .
ACCOUNTS OF CHEMICAL RESEARCH, 1999, 32 (06) :494-502
[3]   Planar hexacoordinate carbon: A viable possibility [J].
Exner, K ;
Schleyer, PV .
SCIENCE, 2000, 290 (5498) :1937-1940
[4]  
Frisch M. J., 2004, GAUSSIAN 03 REVISION
[5]  
Gribanova TN, 2001, MENDELEEV COMMUN, P169
[6]   Analysis of aromatic delocalization: Individual molecular orbital contributions to nucleus-independent chemical shifts [J].
Heine, T ;
Schleyer, PV ;
Corminboeuf, C ;
Seifert, G ;
Reviakine, R ;
Weber, J .
JOURNAL OF PHYSICAL CHEMISTRY A, 2003, 107 (33) :6470-6475
[7]   A novel class of aromatic compounds:: metal-centered planar cations [Fe(Sb5)]+ and [Fe(Bi5)]+ [J].
Lein, M ;
Frunzke, J ;
Frenking, G .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (11) :1303-1306
[8]   D5h CU5H5X:: Pentagonal hydrocopper Cu5H5 containing pentacoordinate planar nonmetal Centers (X = B, C, N, O) [J].
Li, SD ;
Miao, CQ ;
Ren, GM .
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2004, (11) :2232-2234
[9]   Tetracoordinated planar carbon in the Al4C- anion.: A combined photoelectron spectroscopy and ab initio study [J].
Li, X ;
Wang, LS ;
Boldyrev, AI ;
Simons, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (25) :6033-6038
[10]  
Li X, 2000, ANGEW CHEM INT EDIT, V39, P3630, DOI 10.1002/1521-3773(20001016)39:20<3630::AID-ANIE3630>3.0.CO
1234