Photochemistry of  cis ‐3‐Diazo‐5,6‐dimethyl‐1,4‐oxathian‐2‐one  S ‐Oxide in Argon Matrices | Zendy

O’Sullivan Orlagh C. M. | Zendy; Collins Stuart G. | Zendy; Maguire Anita R. | Zendy; Böhm Matthias | Zendy; Sander Wolfram | Zendy

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Photochemistry of cis ‐3‐Diazo‐5,6‐dimethyl‐1,4‐oxathian‐2‐one S ‐Oxide in Argon Matrices

Author(s) -

O’Sullivan Orlagh C. M.,

Collins Stuart G.,

Maguire Anita R.,

Böhm Matthias,

Sander Wolfram

Publication year - 2006

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200500971

Subject(s) - chemistry , diazo , irradiation , photochemistry , argon , matrix isolation , sulfoxide , wolff rearrangement , oxide , dimethyl sulfoxide , carbene , infrared spectroscopy , medicinal chemistry , organic chemistry , catalysis , physics , nuclear physics

The photochemistry of the α‐diazo sulfoxide 7 has been investigated in solid argon at 10 K by IR spectroscopy. The sulfinyl carbene was not detected directly but instead underwent photochemically induced hetero‐Wolff rearrangement to the sulfine 8 which could be detected and characterized following irradiation at 248 nm. Further photochemical reaction of this intermediate led to the oxathiirane 9 which was most readily detected on irradiation of 7 at 308 nm. The matrix‐isolated species were identified by comparison of experimental and calculated IR spectra. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

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