Theoretical study of Diels-Alder reactions of azaphospha (ARSA) benzenes

被引:0
作者
Pacureanu, L [1 ]
Mracec, M [1 ]
机构
[1] Romanian Acad, Inst Chem, Timisoara 300223, Romania
来源
REVISTA DE CHIMIE | 2003年 / 54卷 / 05期
关键词
1,3-lambda(3)-azaarsabenzene 1,3 lambda(3)-azaphosphabenzene; Diels-Alder reactions;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A theoretical study of geometry and reactivity of 2,4,6-triphenyl-1,3-lambda(3)-azaarsabenzene and 2,4,6-triphenyl-1,3-lambda(3)-azaphosphabenzene-in Diels-Alder reactions with less reactive alkynes were performed. The computed values for molecular geometries were close to the experimental ones and the thermodynamic stability showed a higher reactivity of 1,3-lambda(3)-azaarsabenzene and 1,3-lambda(3)-azaphosphabenzene.
引用
收藏
页码:399 / 401
页数:3
相关论文
共 11 条
[1]   GROUP-5 HETEROBENZENES [J].
ASHE, AJ .
ACCOUNTS OF CHEMICAL RESEARCH, 1978, 11 (04) :153-157
[2]   THE DEVELOPMENT AND USE OF QUANTUM-MECHANICAL MOLECULAR-MODELS .76. AM1 - A NEW GENERAL-PURPOSE QUANTUM-MECHANICAL MOLECULAR-MODEL [J].
DEWAR, MJS ;
ZOEBISCH, EG ;
HEALY, EF ;
STEWART, JJP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (13) :3902-3909
[3]   The CH by N replacement effects on the aromaticity and reactivity of phosphinines [J].
Frison, G ;
Sevin, A ;
Avarvari, N ;
Mathey, F ;
Le Floch, P .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (15) :5524-5529
[4]   SELECTION RULES FOR CONCERTED CYCLOADDITION REACTIONS [J].
HOFFMANN, R ;
WOODWARD, RB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (09) :2046-&
[5]  
*HYP INC, 1999, HYP CHEM REL 5 11 PR
[6]  
MARKL G, 1988, TETRAHEDRON LETT, V29, P539, DOI 10.1016/S0040-4039(00)80143-4
[7]   1,3-LAMBDA3-AZAPHOSPHININE THROUGH THE REACTION OF 3-AZAPYRYLIUM SALTS WITH TRIS(TRIMETHYLSILYL)PHOSPHANES [J].
MARKL, G ;
DORFMEISTER, G .
TETRAHEDRON LETTERS, 1987, 28 (10) :1093-1096
[8]   HIGH-PRESSURE (4+2)-CYCLOADDITIONS OF 1,3-LAMBDA(3)-AZAPHOSPHININES WITH ALKYNYLPHOSPHANES [J].
MARKL, G ;
DORGES, C ;
RIEDL, T ;
KLARNER, FG ;
LODWIG, C .
TETRAHEDRON LETTERS, 1990, 31 (32) :4589-4592
[9]   1,3-LAMBDA-3-AZAARSININES [J].
MARKL, G ;
DIETL, S .
TETRAHEDRON LETTERS, 1988, 29 (05) :535-538
[10]  
Mracec M, 2000, REV ROUM CHIM, V45, P1021