Journal of Flow Chemistry
Volume/Issue:
Volume 4: Issue 1
Highly Efficient Asymmetric Paternò–Büchi Reaction in a Microcapillary Reactor Utilizing Slug Flow
Authors: Kimitada Terao 1 , Yasuhiro Nishiyama 1 , and Kiyomi Kakiuchi 1
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  • 1 Nara Institute of Science and Technology (NAIST) Graduate School of Materials Science 8916-5 Takayama-cho Ikoma Nara 630-0192 Japan
DOI:
https://doi.org/10.1556/jfc-d-13-00035
Page Count:
35–39
Publication Date:
23 Mar 2015
Online Publication Date:
24 Feb 2014
Article Category:
Research Article
Open access

An asymmetric Paternò–Büchi-type photoreaction between 2,3-dimethyl-2-butene and benzoylformic acid ester with a chiral menthyl auxiliary was studied in a continuous-flow microcapillary reactor. The fluorinated ethylene propylene (FEP) microcapillary reactor using normal one-layer flow mode gave oxetane products with better efficiency than the batch system. In addition, the slug flow mode in microcapillary reactor using inactive reagent, N2 gas or H2O, improved the reaction efficiency dramatically because of synergistic light dispersion, stirring and thin layer film effects. The reaction efficiencies under each condition were discussed as energy efficiencies calculated from reactors' parameters.

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Cover Journal of Flow Chemistry
Journal of Flow Chemistry A Journal of the Flow Chemistry Society
Print ISSN:
2062-249X
Online ISSN:
2063-0212
Keywords:
photochemistry; flow reactor; slug flow mode; Paternò–Büchi photoreaction; asymmetric reaction

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