Theory provides a clue to accomplish the synthesis of sumanene, C21H12, the prototypical C3v-buckybowl

被引:29
作者
Priyakumar, UD [1 ]
Sastry, GN [1 ]
机构
[1] Pondicherry Univ, Dept Chem, Pondicherry 605014, India
关键词
buckybowls; sumanene; trindene; theoretical calculations; heterobuckybowls;
D O I
10.1016/S0040-4039(00)02249-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two possible synthetic routes, namely a triphenylene route and a trindene route for the synthesis of sumanene, C21H12 (2CH(2)) and trithiasumanene, C18S3H6 (2S) are analyzed in detail. Theoretical calculations unequivocally predict that the synthesis of sumanene may be easily achieved through a trindene route. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1379 / 1381
页数:3
相关论文
共 13 条
[1]   Synthesis of new truxene derivatives: Possible precursors of fullerene partial structures? [J].
Dehmlow, EV ;
Kelle, T .
SYNTHETIC COMMUNICATIONS, 1997, 27 (11) :2021-2031
[2]  
Frisch M.J., 1995, GAUSSIAN 94
[3]  
Gupta HK, 1997, ORGANOMETALLICS, V16, P4355
[4]   Triphenyleno[1,12-bcd:4,5-b′c′d′:8,9-b"c"d"]trithiophene:: the first bowl-shaped heteroaromatic [J].
Imamura, K ;
Takimiya, K ;
Aso, Y ;
Otsubo, T .
CHEMICAL COMMUNICATIONS, 1999, (18) :1859-1860
[5]   THE INSERTION AND EXTRUSION OF HETEROSULFUR BRIDGES .16. SYNTHESIS OF TRIPHENYLENO[1,12-BCD-4,5-B'C'D']DITHIOPHENE [J].
KLEMM, LH ;
HALL, E ;
COUSINS, L ;
KLOPFENSTEIN, CE .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1989, 26 (02) :345-348
[6]   Synthetic studies directed towards bucky-balls and bucky-bowls [J].
Mehta, G ;
Rao, HSP .
TETRAHEDRON, 1998, 54 (44) :13325-13370
[7]   TOWARDS THE DESIGN OF TRICYCLOPENTA[DEF,JKL,PQR]TRIPHENYLENE (SUMANENE) - A BOWL-SHAPED HYDROCARBON FEATURING A STRUCTURAL MOTIF PRESENT IN C-60 (BUCKMINSTERFULLERENE) [J].
MEHTA, G ;
SHAH, SR ;
RAVIKUMAR, K .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (12) :1006-1008
[8]  
PRIYAKUMAR UD, UNPUB J PHYS CHEM A
[9]  
PRIYAKUMAR UD, 2000, IN PRESS J MOL GRAPH
[10]   Buckybowls: Polynuclear aromatic hydrocarbons related to the buckminsterfullerene surface [J].
Rabideau, PW ;
Sygula, A .
ACCOUNTS OF CHEMICAL RESEARCH, 1996, 29 (05) :235-242