Matrix isolation and photochemistry of α-diazo sulfoxides:: Formation of α-oxo sulfine as an intermediate

被引：0
|
作者：
Sander, W [1 ]
Strehl, A
Maguire, AR
Collins, S
Kelleher, PG
机构：
[1] Ruhr Univ Bochum, Lehrstuhl Organ Chem 2, D-44780 Bochum, Germany
[2] Natl Univ Ireland Univ Coll Cork, Dept Chem, Cork, Ireland
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2000年 / 2000卷 / 19期
关键词：
matrix isolation; photochemistry; diazo compounds; sulfines;
D O I：
10.1002/1099-0690(200010)2000:19<3329::AID-EJOC3329>3.0.CO;2-L
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The photochemistry of the alpha-diazo sulfoxides la and Ib has been investigated in solid argon at 10 K by IR and UV/Vis spectroscopy. Both diazo compounds react to form sulfine 2a by photochemically induced hetero Wolff rearrangement of sulfinyl carbene 3, which itself cannot be detected in solid argon. Irradiation at lambda > 320 nm results in decomposition of the sulfine 2a to give 2-oxa-4-thiabicyclo[4.4.0]decane-3,5-dione (5) and 7-oxabicyclo[4.2.0]octan-8-one (6) under abstraction of COS. The matrix-isolated species have been identified by comparison of experimental and calculated IR spectra.
引用
收藏
页码：3329 / 3335
页数：7
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