Photoinduced electron transfer chemistry of phthalimides: an efficient tool for C–C-bond formation

Oelgemoeller, Michael, and Griesbeck, Axel G. (2002) Photoinduced electron transfer chemistry of phthalimides: an efficient tool for C–C-bond formation. Journal of Photochemistry and Photobiology C: Photochemistry Reviews, 3 (2). pp. 109-127.

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Abstract

A collection of intra- and intermolecular photoinduced electron transfer (PET) reactions is presented which all are based on the phthalimide chromophore as the oxidizing species. Electron-donating groups versatile for PET processes are ethers, thioethers, amines, alkenes, arenes, and carboxylates as well as α-trialkylsilyl activated heteroatom-substituents. These reactions can be efficiently applied for the synthesis of five- and six-membered ring heterocycles, medium-sized and macrocyclic products such as macrolides, cyclopeptides, crown ethers or thioethers as well as (from intermolecular processes) Grignard-alike products.

Item ID: 29883
Item Type: Article (Research - C1)
ISSN: 1873-2739
Keywords: phthalimides; photoinduced electron transfer; hydrogen transfer; photocyclization; photodecarboxylation; photoaddition
Funders: Deutsche Forschungsgemeinschaft, Fonds der Chemischen Industrie, A.G. Bayer, A.G. Degussa-Hüls, K.Ga.A. Merck
Date Deposited: 24 Oct 2013 05:49
FoR Codes: 03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030503 Organic Chemical Synthesis @ 50%
03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030505 Physical Organic Chemistry @ 50%
SEO Codes: 97 EXPANDING KNOWLEDGE > 970103 Expanding Knowledge in the Chemical Sciences @ 100%
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