OZONOLYSES OF ALPHA-OXO-ALKENES - ON THE EXISTENCE OF ALPHA-OXO-OZONIDES

被引：20

作者：

GRIESBAUM, K

GREUNIG, HJ

VOLPP, W

JUNG, IC

机构：

[1] Engler-Bunte-Institut, Universität Karlsruhe, Karlsruhe, D. 7500

来源：

CHEMISCHE BERICHTE | 1991年 / 124卷 / 04期

关键词：

OZONOLYSIS; ALKENES; ALPHA-OXO-; 1,2,4-TRIOXOLANES, ACYL-BI-1,2,4-TRIOXOLANES; 3,3'-BI-1,2,4-TRIOXOLANES;

D O I：

10.1002/cber.19911240440

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Ozonolyses of nine acyclic (1a-i) and of two cyclic (14, 29) alpha-oxo-alkenes on polyethylene or in pentane afforded in eight cases (1d-i, 14, 29) isolable alpha-oxo-ozonides. alpha-Diozonides (9) are obtained from five of the acyclic alpha-oxo-alkenes (1 a, b, d, g, h). All isolated ozonides are labile; the 2,4-dinitrophenylhydrazones of the alpha-oxo-ozonides, however, are very stable. Decomposition of the alpha-oxo-ozonides affords not only the hitherto known fragments, but non-peroxidic isomers (8) of the ozonides, too.

引用

页码：947 / 956

页数：10

共 17 条

[1] BAILEY PS, 1978, OZONATION ORGANIC CH, V1, P153
[2] COLONGE A, 1939, B SOC CHIM FR, V6, P335
[3] CRIEGEE R, 1953, LIEBIGS ANN CHEM, V583, P19
[4] DARSTELLUNG EINIGER ALIPHATISCHER KETOZONIDE .12.
CRIEGEE, R
BATH, SS
VONBORNHAUPT, B
[J]. CHEMISCHE BERICHTE-RECUEIL, 1960, 93 (12): : 2891 - 2897
[5] INTRAMOLECULAR COMPETITION DURING OZONOLYSIS OF SUBSTITUTED CYCLOPENTENES
CRIEGEE, R
BANCIU, A
KEUL, H
[J]. CHEMISCHE BERICHTE-RECUEIL, 1975, 108 (05): : 1642 - 1654
[6] ACYLOXY-1,2,4-TRIOXOLANES BY DRY OZONOLYSES OF VINYLESTERS ON POLYETHYLENE
GRIESBAUM, K
VOLPP, W
HUH, TS
JUNG, IC
[J]. CHEMISCHE BERICHTE, 1989, 122 (05) : 941 - 944
[7] OZONOLYSIS OF TETRASUBSTITUTED ETHYLENES, CYCLOOLEFINS, AND CONJUGATED DIENES ON POLYETHYLENE
GRIESBAUM, K
VOLPP, W
GREINERT, R
GREUNIG, HJ
SCHMID, J
HENKE, H
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (02) : 383 - 389
[8] OZONOLYSES OF OLEFINS WITH CHLORO SUBSTITUENTS IN VINYLIC POSITIONS ON POLYETHYLENE
GRIESBAUM, K
GREINERT, R
[J]. CHEMISCHE BERICHTE, 1990, 123 (02) : 391 - 397
[9] REACTIONS OF OZONE WITH 2,3-DI-TERT-BUTYL-1,3-BUTADIENE IN SOLUTION AND ON SOLID SUPPORTS
GRIESBAUM, K
VOLPP, W
[J]. CHEMISCHE BERICHTE-RECUEIL, 1988, 121 (10): : 1795 - 1799
[10] HOCK F, UNPUB

← 1 2 →