DIRECT EVIDENCE FOR A NITRILE IMINE IMIDOYLNITRENE REARRANGEMENT - X-RAY CRYSTAL-STRUCTURE OF AN UNUSUAL NITRENE COMPLEX

被引：15

作者：

GRANIER, M

BACEIREDO, A

GRUTZMACHER, H

PRITZKOW, H

BERTRAND, G

机构：

[1] CNRS,CHIM COORDINAT LAB,205 ROUTE NARBONNE,F-31077 TOULOUSE,FRANCE

[2] UNIV HEIDELBERG,INST ANORGAN CHEM,W-6900 HEIDELBERG,GERMANY

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1990年 / 29卷 / 06期

关键词：

D O I：

10.1002/anie.199006591

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Compound 2, which first melts above 300 °C without decomposition, is formed via nitrile imine–imidoylnitrene rearrangement upon reaction of the nitrile imine 1 with tetrachloro‐o‐benzoquinone. The surprising thermal stability of 2 could be due to the coordination of an oxygen atom to the nitrene nitrogen atom. Whether an isodiazirine, an isomer of diazomethane, is formed as intermediate, has not yet been confirmed (R = NiPr2). (Figure Presented.) Copyright © 1990 by VCH Verlagsgesellschaft mbH, Germany

引用

页码：659 / 661

页数：3

共 22 条

[1] Caramella P., 1984, 1 3 DIPOLAR CYCLOADD
[2] NITRILE IMIDE-IMIDOYLNITRENE-CARBODI-IMIDE REARRANGEMENT
FISCHER, S
WENTRUP, C
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1980, (11) : 502 - 503
[3] CYCLIZATIONS OF ORTHO-SUBSTITUTED N-ARYLBENZIMIDOYL NITRENES .1. CYCLIZATIONS WITH ORTHO-ALKYL SUBSTITUENTS - SKELETAL REARRANGEMENTS AND [1,9]ALKYL MIGRATIONS
GILCHRIST, TL
MOODY, CJ
REES, CW
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1979, (07): : 1871 - 1878
[4] 1ST DIRECT EVIDENCE FOR NITRILE IMINE DIAZO ISOMERIZATION - SYNTHESIS OF RELATIVELY STABLE N-SILYLATED NITRILE IMINES
GRANIER, M
BACEIREDO, A
BERTRAND, G
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1988, 27 (10): : 1350 - 1351
[5] Granier M., 1988, ANGEW CHEM-GER EDIT, V100, P1397
[6] THEORETICAL INVESTIGATION OF ISOMERS OF DIAZOMETHANE (CH2N2) .1. GEOMETRY, BONDING, AND CHEMICAL REACTIVITY
HART, BT
[J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 1973, 26 (03) : 461 - 476
[7] UBER LICHTREAKTIONEN, .14. BILDUNG UND CHEMISCHE EIGENSCHAFTEN PHOTOLYTISCH ERZEUGTER ARYLIMENE
HORNER, L
CHRISTMANN, A
GROSS, A
[J]. CHEMISCHE BERICHTE-RECUEIL, 1963, 96 (02): : 399 - +
[8] KINETIK UND MECHANISMUS 1.3-DIPOLARER CYCLOADDITIONEN
HUISGEN, R
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1963, 75 (16-7) : 742 - &
[9] 1.3-DIPOLARE CYCLOADDITIONEN - RUCKSCHAU UND AUSBLICK
HUISGEN, R
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1963, 75 (13) : 604 - +
[10] Huisgen R., 1963, ANGEW CHEM INT EDIT, V2, P565, DOI [10.1002/anie.196305651, DOI 10.1002/ANIE.196305651]

← 1 2 3 →