A pH‐Gated Photocage. Issue 9 (31st May 2016)

• Record Type: Journal Article
• Authors: Zhang, Yang; Captain, Burjor; Raymo, Françisco M.
• Is Part Of: Advanced optical materials. Volume 4:Issue 9(2016:Sep.)
• Page Start: 1363
• Page End: 1366
• Publication Date: 2016-05-31
• Subjects: dioxinones -- molecular switches -- photocages -- photochemistry -- photoinduced electron transfer; Optical materials -- Periodicals; Photonics -- Periodicals; 620.11295
• DOI: 10.1002/adom.201600231
• Languages: English
• ISSNs: 2195-1071

Abstract

Abstract : Orthogonal control can be imposed on the photocleavage of a dioxinone heterocycle with the introduction of an amino substituent. Photoinduced electron transfer from this group to a naphthalene chromophore quenches the excited state responsible for the photochemical reaction. Protonation of the amino group prevents electron transfer and allows the cleavage of the dioxinone ring into a hydroxyester and a ketone.