Direct observation of a carbene-pyridine ylide by matrix IR spectroscopy.: Rearrangements of 2-pyridylacylcarbenes

被引：59

作者：

Kuhn, A ^{[1
]}

Plüg, C ^{[1
]}

Wentrup, C ^{[1
]}

机构：

[1] Univ Queensland, Dept Chem, Brisbane, Qld 4072, Australia

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2000年 / 122卷 / 09期

关键词：

D O I：

10.1021/ja993859t

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

FVT of 2-(2-diazoacetyl)pyridine (1) yields 2-pyridylketene (3) (largely in the s-Z form 32), which dimerizes to quinazolinone 5. Matrix photolysis of 1 (largely in the EZ form 1EZ) yields the carbene-pyridine ylide 6, which on further photolysis at lambda > 320 nm is converted to (mainly) the s-E ketene 3E. Continued photolysis of 3E at 320 nm converts it to 3Z, and this process is reversed on photolysis at 254 nm.

引用

页码：1945 / 1948

页数：4

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