Reaction of singlet oxygen with some benzylic sulfides
Product distribution, total quenching rate (kT), and rate of chemical reaction (kr) with singlet oxygen have been determined for some alkyl, benzyl, α-methylbenzyl, and cumyl sulfides. Their contributions depend on the steric hindering around the sulfur atom. In protic solvents, the sulfoxide is the...
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2006
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| Acceso en línea: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00404020_v62_n46_p10716_Bonesi http://hdl.handle.net/20.500.12110/paper_00404020_v62_n46_p10716_Bonesi |
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paper:paper_00404020_v62_n46_p10716_Bonesi2023-06-08T15:04:17Z Reaction of singlet oxygen with some benzylic sulfides alkene alkyl group amine benzyl derivative hydrogen oxygen sulfide sulfoxide sulfur article chemical bond chemical reaction priority journal Product distribution, total quenching rate (kT), and rate of chemical reaction (kr) with singlet oxygen have been determined for some alkyl, benzyl, α-methylbenzyl, and cumyl sulfides. Their contributions depend on the steric hindering around the sulfur atom. In protic solvents, the sulfoxide is the main product via a hydrogen-bonded persulfoxide. In apolar solvents, intramolecular α-H abstraction leads to oxidative C-S bond cleavage, with varying efficiency. The behavior of sulfides is compared to that of alkenes and amines. © 2006 Elsevier Ltd. All rights reserved. 2006 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00404020_v62_n46_p10716_Bonesi http://hdl.handle.net/20.500.12110/paper_00404020_v62_n46_p10716_Bonesi |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
alkene alkyl group amine benzyl derivative hydrogen oxygen sulfide sulfoxide sulfur article chemical bond chemical reaction priority journal |
| spellingShingle |
alkene alkyl group amine benzyl derivative hydrogen oxygen sulfide sulfoxide sulfur article chemical bond chemical reaction priority journal Reaction of singlet oxygen with some benzylic sulfides |
| topic_facet |
alkene alkyl group amine benzyl derivative hydrogen oxygen sulfide sulfoxide sulfur article chemical bond chemical reaction priority journal |
| description |
Product distribution, total quenching rate (kT), and rate of chemical reaction (kr) with singlet oxygen have been determined for some alkyl, benzyl, α-methylbenzyl, and cumyl sulfides. Their contributions depend on the steric hindering around the sulfur atom. In protic solvents, the sulfoxide is the main product via a hydrogen-bonded persulfoxide. In apolar solvents, intramolecular α-H abstraction leads to oxidative C-S bond cleavage, with varying efficiency. The behavior of sulfides is compared to that of alkenes and amines. © 2006 Elsevier Ltd. All rights reserved. |
| title |
Reaction of singlet oxygen with some benzylic sulfides |
| title_short |
Reaction of singlet oxygen with some benzylic sulfides |
| title_full |
Reaction of singlet oxygen with some benzylic sulfides |
| title_fullStr |
Reaction of singlet oxygen with some benzylic sulfides |
| title_full_unstemmed |
Reaction of singlet oxygen with some benzylic sulfides |
| title_sort |
reaction of singlet oxygen with some benzylic sulfides |
| publishDate |
2006 |
| url |
https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00404020_v62_n46_p10716_Bonesi http://hdl.handle.net/20.500.12110/paper_00404020_v62_n46_p10716_Bonesi |
| _version_ |
1768546667616796672 |