Photochemistry of cis-3-diazo-5,6-dimethyl-1,4-oxathian-2-one S-oxide in argon matrices

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

doi:10.1002/ejoc.200500971

Photochemistry of cis-3-diazo-5,6-dimethyl-1,4-oxathian-2-one S-oxide in argon matrices

Orlagh C.M. O'Sullivan
, Stuart G. Collins
, Anita R. Maguire
, Matthias Böhm
, Wolfram Sander

Research output: Contribution to journal › Article › peer-review

Abstract

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.

Original language	English
Pages (from-to)	2918-2924
Number of pages	7
Journal	European Journal of Organic Chemistry
Issue number	13
DOIs	https://doi.org/10.1002/ejoc.200500971
Publication status	Published - 26 Jun 2006

Keywords

Diazo compounds
Matrix isolation
Photochemistry
Sulfines

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10.1002/ejoc.200500971

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title = "Photochemistry of cis-3-diazo-5,6-dimethyl-1,4-oxathian-2-one S-oxide in argon matrices",

abstract = "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.",

keywords = "Diazo compounds, Matrix isolation, Photochemistry, Sulfines",

author = "O'Sullivan, \{Orlagh C.M.\} and Collins, \{Stuart G.\} and Maguire, \{Anita R.\} and Matthias B{\"o}hm and Wolfram Sander",

year = "2006",

month = jun,

day = "26",

doi = "10.1002/ejoc.200500971",

language = "English",

pages = "2918--2924",

journal = "European Journal of Organic Chemistry",

issn = "1434-193X",

publisher = "Wiley-VCH Verlag",

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T1 - Photochemistry of cis-3-diazo-5,6-dimethyl-1,4-oxathian-2-one S-oxide in argon matrices

AU - O'Sullivan, Orlagh C.M.

AU - Collins, Stuart G.

AU - Maguire, Anita R.

AU - Böhm, Matthias

AU - Sander, Wolfram

PY - 2006/6/26

Y1 - 2006/6/26

N2 - 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.

AB - 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.

KW - Diazo compounds

KW - Matrix isolation

KW - Photochemistry

KW - Sulfines

UR - https://www.scopus.com/pages/publications/33745828665

U2 - 10.1002/ejoc.200500971

DO - 10.1002/ejoc.200500971

M3 - Article

AN - SCOPUS:33745828665

SN - 1434-193X

SP - 2918

EP - 2924

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 13

ER -

Photochemistry of cis-3-diazo-5,6-dimethyl-1,4-oxathian-2-one S-oxide in argon matrices

Abstract

Keywords

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