Chlorophyll, the principal photoacceptor of green plants, plays a pivotal role in photosynthesis. In the recent past, chlorophyll has also been utilized as an efficient organo-photocatalyst in several organic syntheses. The inexpensive, ubiquitous nature of chlorophyll endorses it as an appealing green alternative to transition metal photocatalysts. This review is the first attempt to showcase and analyze the photocatalytic activity of chlorophyll in effecting different organic transformations. We intend to provide a holistic overview of the role of chlorophyll starting from photosynthesis to its contemporary synthetic applications in visible light photocatalysis. In addition, the photophysical and electrochemical properties of chlorophyll are elaborated to attain a clearer understanding of its mode of action as a visible light photocatalyst.
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http://dx.doi.org/10.1039/d2ob01473d | DOI Listing |
Angew Chem Int Ed Engl
June 2024
Innovation Center for Chemical Sciences, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, 199 Ren-Ai Road, Suzhou Industrial Park, Suzhou, Jiangsu, 215123, China.
The construction of C(sp)-N bonds via direct N-centered radical addition with olefins under benign conditions is a desirable but challenging strategy. Herein, we describe an organo-photocatalytic approach to achieve anti-Markovnikov alkene hydroamidation with sulfonyl azides in a highly efficient manner under transition-metal-free and mild conditions. A broad range of substrates, including both activated and unactivated alkenes, are suitable for this protocol, providing a convenient and practical method to construct sulfonylamide derivatives.
View Article and Find Full Text PDFOrg Biomol Chem
November 2022
Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, Lucknow-226031, India.
Chlorophyll, the principal photoacceptor of green plants, plays a pivotal role in photosynthesis. In the recent past, chlorophyll has also been utilized as an efficient organo-photocatalyst in several organic syntheses. The inexpensive, ubiquitous nature of chlorophyll endorses it as an appealing green alternative to transition metal photocatalysts.
View Article and Find Full Text PDFOrg Lett
November 2018
State Key Laboratory of Applied Organic Chemistry , Lanzhou University, Lanzhou 730000 , P. R. China.
Eosin Y, a common organo-photocatalyst in visible-light photoredox processes, was found to show excellent catalytic activities for thermal redox reactions under a catalytic amount of Cu(OAc). With this catalytic system, vinyl azides and ketene silyl acetals combine to form formal [3 + 2] cycloadducts by α-ester radical addition without light irradiation. This method provides a mild and straightforward paradigm to prepare important synthons of five-membered ene-γ-lactams and bridge ring lactams.
View Article and Find Full Text PDFBeilstein J Org Chem
July 2014
Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, D-52074 Aachen, Germany.
Pyrrolo[2,1-a]isoquinoline alkaloids have been prepared via a visible light photoredox catalyzed oxidation/[3 + 2] cycloaddition/oxidative aromatization cascade using Rose Bengal as an organo-photocatalyst. A variety of pyrroloisoquinolines have been obtained in good yields under mild and metal-free reaction conditions.
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