Myriad planar hexacoordinate carbon molecules inviting synthesis

被引:76
作者
Ito, Keigo
Chen, Zhongfang
Corminboeuf, Clemence
Wannere, Chaitannya S.
Zhang, Xiu Hui
Li, Qian Shu [1 ]
Schleyer, Paul von. R.
机构
[1] Univ Georgia, Dept Chem, Athens, GA 30602 USA
[2] Univ Georgia, Ctr Computat Chem, Athens, GA 30602 USA
[3] Beijing Inst Technol, Sch Sci, Dept Chem, Beijing 100081, Peoples R China
关键词
D O I
10.1021/ja067292+
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The prototypal hexacoordinate carbon (phC) molecule, CB62- (D-6h), can be annulated by inserting arenes, olefins, or other one or two atom bridging groups into a perimeter B-B bond. Two single-atom units also can bridge opposite CB6 edges. These strategies allow the design of limitless phC derivatives based on CB6 as a building block unit. Illustrative examples, shown to be viable computationally, offer possibilities for experimental realization. These phC's involve multicenter deltahedral sigma bonding, common for boron but unusual for carbon, in the ring planes, as well as pi delocalization.
引用
收藏
页码:1510 / +
页数:3
相关论文
共 23 条
[1]   Theoretical study of hydrogenation of the doubly aromatic B-7 [J].
Alexandrova, Anastassia N. ;
Koyle, Eldon ;
Boldyrev, Alexander I. .
JOURNAL OF MOLECULAR MODELING, 2006, 12 (05) :569-576
[2]   Ring currents in six-membered heterocycles:: the diazaborinines (CH)2B2N2 [J].
Cernusák, I ;
Fowler, PW ;
Steiner, E .
MOLECULAR PHYSICS, 2000, 98 (14) :945-953
[3]  
CHANDRASEKHAR J, 1979, TETRAHEDRON LETT, P3707
[4]   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
[5]   Induced magnetic fields in aromatic [n]-annulenes -: interpretation of NICS tensor components [J].
Corminboeuf, C ;
Heine, T ;
Seifert, G ;
Schleyer, PV ;
Weber, J .
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2004, 6 (02) :273-276
[6]   Planar hexacoordinate carbon: A viable possibility [J].
Exner, K ;
Schleyer, PV .
SCIENCE, 2000, 290 (5498) :1937-1940
[7]   Which NICS aromaticity index for planar π rings is best? [J].
Fallah-Bagher-Shaidaei, H ;
Wannere, CS ;
Corminboeuf, C ;
Puchta, R ;
Schleyer, PV .
ORGANIC LETTERS, 2006, 8 (05) :863-866
[8]  
Frisch M.J., 2004, Gaussian 03
[9]  
Revision C.02
[10]  
Glendening E. D., 2001, Theoretical Chemistry Institute