UNEXPECTED PRODUCTS FROM THE REACTION OF TERT-BUTOXYL RADICALS WITH ACETYLENES IN THE PRESENCE OF AN AMINOXYL RADICAL SCAVENGER

被引：11
|
作者：
BOTTLE, S
BUSFIELD, WK
JENKINS, ID
SKELTON, BW
WHITE, AH
RIZZARDO, E
SOLOMON, DH
机构：
[1] GRIFFITH UNIV,DIV SCI & TECHNOL,NATHAN,QLD 4111,AUSTRALIA
[2] UNIV WESTERN AUSTRALIA,DEPT PHYS & INORGAN CHEM,NEDLANDS,WA 6009,AUSTRALIA
[3] CSIRO,DIV CHEM & POLYMERS,CLAYTON,VIC 3168,AUSTRALIA
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1991年 / 07期
关键词：
D O I：
10.1039/p29910001001
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The radical trapping technique employing 1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindol-2-yloxyl (1) as a scavenger has been used to study the reaction of tert-butoxyl radicals with phenylacetylene, methyl acetylenecarboxylate and dimethyl acetylenedicarboxylate. With phenylacetylene, an aromatic ketone (5) was formed in which both the tert-butoxy group and the radical trap were bound to the same carbon, whereas the acetylenecarboxylates gave vinylamine and vinyloxyamine products. The mechanism of formation of these unexpected products is discussed. Acetylene and diphenylacetylene did not appear to react with tert-butoxyl radicals.
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页码：1001 / 1007
页数：7
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