Issue 16, 2022
From the journal:

Chemical Communications

Switching photorelease to singlet oxygen generation by oxygen functionalization of phenothiazine photocages†

Mamata Ojha,a   Moumita Banerjee,b   Souvik Ray,a   Amit Kumar Singh,a   Anakuthil Anoop ORCID logo *b  and  N. D. Pradeep Singh ORCID logo *a  

* Corresponding authors

a Department of Chemistry, Indian Institute of Technology Kharagpur, Kharagpur 721302, India
E-mail: ndpradeep@chem.iitkgp.ac.in

b Department of Chemistry, Indian Institute of Technology Kharagpur, Kharagpur 721302, India
E-mail: anoop@chem.iitkgp.ac.in

Abstract

A phenothiazine-based photoremovable protecting group (PRPG) for single and dual release of carboxylic acids was developed. The change in the oxidation state of the sulfur atom of the phenothiazine PRPG resulted in singlet oxygen generation, rather than photorelease. The difference in the photochemistry between oxygen-free and oxygen-functionalized phenothiazine was investigated and supported by DFT calculations.

Graphical abstract: Switching photorelease to singlet oxygen generation by oxygen functionalization of phenothiazine photocages

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Article information

DOI
https://doi.org/10.1039/D1CC06950K
Article type
Communication
Submitted
09 Dec 2021
Accepted
28 Jan 2022
First published
28 Jan 2022

Chem. Commun., 2022,58, 2754-2757

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Switching photorelease to singlet oxygen generation by oxygen functionalization of phenothiazine photocages

M. Ojha, M. Banerjee, S. Ray, A. K. Singh, A. Anoop and N. D. P. Singh, Chem. Commun., 2022, 58, 2754 DOI: 10.1039/D1CC06950K

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