A practical flow reactor for continuous organic photochemistry

Benjamin D A Hook, Wolfgang Dohle, Paul R. Hirst, Mark Pickworth, Malcolm B. Berry*, Kevin I. Booker-Milburn

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

284 Citations (Scopus)

Abstract

Compact flow reactors have been constructed and optimized to perform continuous organic photochemistry on a large scale. The reactors were constructed from commercially available or customized immersion well equipment combined with UV-transparent, solvent-resistant fluoropolymer (FEP) tubing. The reactors were assessed using the [2 + 2] photocycloaddition of malemide 1 and 1-hexyne forming the cyclobutene product 2 and the intramolecular [5 + 2] photocycloaddition of 3,4-dimethyl-1-pent-4-enylpyrrole-2,5-dione 3 to form the bicyclic azepine 4. The reactors were shown to be capable of producing >500 g of 2 and 175 g of 4 in a continuous 24 h processing period. Due to the facile control of irradiation time, the continuous flow reactor was also shown to be superior to a batch reactor for performing a problematic photochemical reaction on a larger scale. © 2005 American Chemical Society.

Translated title of the contributionA Practical Flow Reactor for Continuous or Organic Photochemistry
Original languageEnglish
Pages (from-to)7558-7564
Number of pages7
JournalJournal of Organic Chemistry
Volume70
Issue number19
DOIs
Publication statusPublished - 16 Sep 2005

Bibliographical note

Publisher: American Chemical Society

Fingerprint Dive into the research topics of 'A practical flow reactor for continuous organic photochemistry'. Together they form a unique fingerprint.

Cite this