Splitting and reorientation of π-conjugation by an unprecedented photo-rearrangement reaction. Issue 3 (4th December 2019)

• Record Type: Journal Article
• Authors: Inaba, Yuya; Yoneda, Tomoki; Kitagawa, Yuichi; Miyata, Kiyoshi; Hasegawa, Yasuchika; Inokuma, Yasuhide
• Is Part Of: Chemical communications. Volume 56:Issue 3(2020)
• Page Start: 348
• Page End: 351
• Publication Date: 2019-12-04
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c9cc09062b
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : π-Conjugation of a dodecahexaene was regioselectively cleaved by an unprecedented photo-rearrangement into an orthogonally oriented bis(hexatriene) in which two chromophores are arranged in a close proximity to exhibit excitonic interactions. Abstract : A dodecahexaene analogue cross-conjugated with four carbonyl groups was prepared from an aliphatic tetraketone. Exposure to LED light (>420 nm) led to the splitting of the dodecahexaene conjugation into two hexatriene subunits, connected through a stereogenic carbon atom. The two triene subunits exhibited excitonic coupling in the UV-Vis absorption and CD spectra.