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Photocatalytic oxidation of toluene in an NMR tube

Paper ID Volume ID Publish Year Pages File Format Full-Text
26327 43947 2012 6 PDF Available
Title
Photocatalytic oxidation of toluene in an NMR tube
Abstract

It is shown that NMR is a very effective method for monitoring the semiconductor photocatalytic oxidation of toluene to benzaldehyde and benzoic acid and that this is achieved in situ in an NMR tube on a much smaller scale than commonly used in the literature, using either a dispersion or film of the semiconductor. Maximum percentage conversions to benzaldehyde and benzoic acid of 27% (after 45 min) and 41% (after 75 min), respectively are reported using a titania film coated NMR tube. Similar percentage conversion values using a dispersion of the semiconductor in an NMR tube were obtained but over a slightly longer time scale (60 min c.f. 45 min). On a much larger scale (100 mL instead of 1.5 mL), the yields were also similar but much slower to reach (ca. 10 times). The marked reduction in photocatalytic efficiency using a dispersion on a large scale is probably due to the increased degree of light scattering and poor light penetration compared with the translucent titania film coating or dispersion in an NMR tube. The benefits and use of this titania film/NMR approach as a rapid screening method in semiconductor photocatalytic organic synthesis are discussed.

► NMR is a very effective method for monitoring the semiconductor photocatalytic oxidation of toluene to benzaldehyde and benzoic acid. ► This is achieved in situ in an NMR tube using either a dispersion or film of the semiconductor. ► Maximum percentage conversions to benzaldehyde and benzoic acid were 27% (after 45 min) and 41% (after 75 min), respectively. ► The NMR tube reaction proceeds at a much (ca. 10 times) greater rate than a scaled up system. ► This approach has real potential as a rapid screening method in organic synthesis and semiconductor photocatalysis.

Keywords
Photocatalysis; Toluene; NMR; Dispersion; Film; Oxidation
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 233, 1 April 2012, Pages 34–39
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
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Any Questions? feel free to contact us