THE FIRST CYCLOADDITION REACTIONS OF DIMERIC ARSENIUM CATIONS

被引:21
作者
BURFORD, N
PARKS, TM
BAKSHI, PK
CAMERON, TS
机构
[1] Department of Chemistry, Dalhousie University, Halifax, Nova Scotia
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1994年 / 33卷 / 12期
关键词
D O I
10.1002/anie.199412671
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The bic̀yclic cations 1 and 2 are formed in the reactions of the dimeric arsenium ions 3 and 4, respectively, with 2,3‐dimethylbuta‐l,3‐diene. These cycloadditions can be interpreted as Diels–Alder reactions in which the heteroatom–arsenic bond is formally considered a double bond; the analogous phosphenium ions react differently. Counterion: GaCl 4−. (Figure Presented.) Copyright © 1994 by VCH Verlagsgesellschaft mbH, Germany
引用
收藏
页码:1267 / 1268
页数:2
相关论文
共 25 条
[1]   A STABLE CARBENE ALANE ADDUCT [J].
ARDUENGO, AJ ;
DIAS, HVR ;
CALABRESE, JC ;
DAVIDSON, F .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (24) :9724-9725
[2]   A CARBENE-GEI2 ADDUCT - MODEL OF THE NON-LEAST-MOTION PATHWAY FOR DIMERIZATION OF SINGLET CARBENES [J].
ARDUENGO, AJ ;
DIAS, HVR ;
CALABRESE, JC ;
DAVIDSON, F .
INORGANIC CHEMISTRY, 1993, 32 (09) :1541-1542
[3]   SYNTHESIS OF A REVERSE YLIDE FROM A NUCLEOPHILIC CARBENE [J].
ARDUENGO, AJ ;
KLINE, M ;
CALABRESE, JC ;
DAVIDSON, F .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (25) :9704-9705
[4]   DIMERIC N-TERT-BUTYL(CHLOROARSINE)IMINE, C8H18AS2CL2N2 [J].
BOHRA, R ;
ROESKY, HW ;
NOLTEMEYER, M ;
SHELDRICK, GM .
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1984, 40 (JUL) :1150-1152
[5]   ANIONIC AND STERIC FACTORS GOVERNING COORDINATIVE UNSATURATION AT CARBENIC PHOSPHENIUM CENTERS [J].
BURFORD, N ;
LOSIER, P ;
MACDONALD, C ;
KYRIMIS, V ;
BAKSHI, PK ;
CAMERON, TS .
INORGANIC CHEMISTRY, 1994, 33 (07) :1434-1439
[6]   AZARSOLIDINIUM AND THIAARSOLIDINIUM CATIONS - NOVEL STRUCTURAL FEATURES FOR CARBENE ANALOGS [J].
BURFORD, N ;
PARKS, TM ;
ROYAN, BW ;
BORECKA, B ;
CAMERON, TS ;
RICHARDSON, JF ;
GABE, EJ ;
HYNES, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (21) :8147-8153
[7]   BENZOTHIARSOLIUM CATIONS - EVIDENCE FOR P-PI-BONDING BETWEEN ARSENIC AND SULFUR IN THE 1ST STRUCTURALLY CHARACTERIZED ARSENIUM SYSTEM [J].
BURFORD, N ;
PARKS, TM ;
ROYAN, BW ;
RICHARDSON, JF ;
WHITE, PS .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1992, 70 (03) :703-709
[8]  
BURFORD N, IN PRESS J CHEM ED
[9]  
CLOS GL, 1975, CARBENES
[10]   REACTION OF PHOSPHENIUM IONS WITH 1,3-DIENES - A RAPID SYNTHESIS OF PHOSPHORUS-CONTAINING 5-MEMBERED RINGS [J].
COWLEY, AH ;
KEMP, RA ;
LASCH, JG ;
NORMAN, NC ;
STEWART, CA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (25) :7444-7445