Matrix Isolation and Photochemistry of α??Diazo Sulfoxides: Formation of α??Oxo Sulfine as an Intermediate

…, AR Maguire, S Collins, PG Kelleher

Index: Sander, Wolfram; Strehl, Anja; Maguire, Anita R.; Collins, Stuart; Kelleher, Patrick G. European Journal of Organic Chemistry, 2000 , # 19 p. 3329 - 3335

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Citation Number: 8

Abstract

Abstract The photochemistry of the α-diazo sulfoxides 1a and 1b 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 λ> 320 nm results in decomposition of the sulfine 2a to give 2-oxa-4-thiabicyclo [4.4. 0] decane-3.5-dione (5) ...

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