Fullerene-Promoted Singlet-Oxygen Photochemical Oxygenations in Glass-Polymer Microstructured Reactors
In this paper we report the fabrication of thiolene‐based microstructured reactors (MRs) that have been specifically designed to include solid‐supported reagents within the microchannels network. We propose a convenient solution to realize reversible press‐fit, leak‐proof interconnects that greatly...
Saved in:
| Published in: | Advanced synthesis & catalysis Vol. 350; no. 17; pp. 2815 - 2822 |
|---|---|
| Main Authors: | , , , , |
| Format: | Journal Article |
| Language: | English |
| Published: |
Weinheim
WILEY-VCH Verlag
17-11-2008
WILEY‐VCH Verlag |
| Subjects: | |
| Online Access: | Get full text |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| Summary: | In this paper we report the fabrication of thiolene‐based microstructured reactors (MRs) that have been specifically designed to include solid‐supported reagents within the microchannels network. We propose a convenient solution to realize reversible press‐fit, leak‐proof interconnects that greatly simplify the MR coupling to the external environment such as capillary tubing, sample reservoirs and pumps. The MRs have been used to carry out the oxidation of α‐terpinene and methionine using [60]fullerene, covalently linked to Tentagel® and silica gel matrices, as a singlet oxygen sensitizer. High conversions have been observed for both substrates although, in the case of α‐terpinene, a partial photodegradation of the endo‐peroxide product was detected. Interestingly, in the case of methionine, a quantitative conversion to the corresponding sulfoxides was achieved in about 40 seconds, using low‐power, white LED illumination. The reaction time is considerably shorter when compared to the batch procedure that requires, for the same process, about one hour illumination and the use of a 300‐W tungsten halogen lamp. |
|---|---|
| Bibliography: | ArticleID:ADSC200800459 MIUR - No. PRIN 2006034372; No. FIRB RBNE033 KMA FIS S.p.A. istex:22C17B7AD56017503AB274CA700BEA4266D0DCB3 ark:/67375/WNG-SWW49TRM-F Fondazione CARIPARO ObjectType-Article-2 SourceType-Scholarly Journals-1 ObjectType-Feature-1 content type line 23 |
| ISSN: | 1615-4150 1615-4169 |
| DOI: | 10.1002/adsc.200800459 |