[2+2]-Photocycloadditions of 2-Acetoxy-1,4-naphthoquinone and Structure Determination of the Main Photoadducts

Journal Publication ResearchOnline@JCU
Yaseen, Madyan A.;Guo, Zhifang;Junk, Peter C.;Oelgemöller, Michael
Abstract

The [2+2]-photocycloaddition of 2-acetoxy-1,4-naphthoquinone with 1,1-diphenylethylene, styrene and cyclopentene was conducted in a conventional batch reactor. Prolonged irradiation selectively produced the corresponding anti and head-to-head cyclobutanes in acceptable to good yields. The batch process was subsequently transferred to continuous-flow operation in a simple capillary device. Likewise, the photocycloaddition with diphenylacetylene gave the corresponding cyclobutene and a benzoanthracenone derivative in acceptable yields. The crystal structures of all main photoproducts were successfully determined.

Journal

Photochem

Publication Name

Photochem

Volume

5

ISBN/ISSN

2673-7256

Edition

N/A

Issue

4

Pages Count

12

Location

N/A

Publisher

MDPI AG

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Publisher Location

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Publish Date

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Url

N/A

Date

N/A

EISSN

N/A

DOI

10.3390/photochem5040031