CONCURRENT HYDROGEN MIGRATION AND NITROGEN EXTRUSION IN THE EXCITED-STATES OF ALKYLCHLORODIAZIRINES

被引:73
作者
WHITE, WR [1 ]
PLATZ, MS [1 ]
机构
[1] OHIO STATE UNIV,DEPT CHEM,COLUMBUS,OH 43210
关键词
D O I
10.1021/jo00036a016
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Laser flash photolysis of a series of alkylchlorodiazirines in the presence of pyridine generates easily detected, long-lived ylides. At large pyridine concentrations all of the alkylchlorocarbene generated in a laser flash is completely converted into ylide. The yield of ylide in this regime of pyridine concentration correlates with the alpha-C-H bond dissociation energy of the alkyl group. This demonstrates that hydrogen migration competes with carbene formation in the excited state of the precursor.
引用
收藏
页码:2841 / 2846
页数:6
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