Issue 0, 1983

Photo-oxygenation of 2,4,4,6-tetraphenyl-1,4-dihydropyridine

Abstract

Sensitized photo-oxygenation of 2,4,4,6-tetraphenyl-1,4-dihydropyridine (1) in acetone or cyclic ethers gave an unstable peroxide which was assumed to be 3-hydroperoxy-2,4,4,6-tetraphenyl-3,4-dihydropyridine (2). The peroxide (2) easily decomposed to give 2,4,4,6-tetraphenyl-3-pyridone (3). In aromatic hydrocarbons or methylene dichloride, sensitized photo-oxygenation of (1) afforded two products, (4) and (5). The product (4) was a stable hydroperoxide which was determined to be N-(2-hydroperoxy-4-oxo-1,3,3-triphenylbutan-1-ylidene) benzamide. The product (5) was not a peroxide, and it was assigned the structure 3-hydroxy-2,4,4,6-tetraphenyl-3,4-dihydropyridine. Possible mechanisms are suggested for the formation of the reaction products.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1983, 837-839

Photo-oxygenation of 2,4,4,6-tetraphenyl-1,4-dihydropyridine

K. Maeda, M. Nakamura and M. Sakai, J. Chem. Soc., Perkin Trans. 1, 1983, 837 DOI: 10.1039/P19830000837

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements