Photoinduced electron transfer cyclizations via radical ions

Oelgemöller, Michael, Bunte, Jens Otto, and Mattay, Jochen (2005) Photoinduced electron transfer cyclizations via radical ions. In: Griesbeck, Axel G., and Mattay, Jochen, (eds.) Synthetic Organic Photochemistry. Molecular and Supramolecular Photochemistry, 12 . Marcel Dekker, New York, NY, USA, pp. 269-297.

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Abstract

Although photoinduced electron transfer reactions occupy a central position in the chemistry of life [1] their application to organic synthesis started only a few decades ago [2]. At first glance this is somewhat surprising since analogous reactions via neutral radicals are already known for a long time [3]. The reason for this delayed development of photoinduced electron transfer (PET) reactions may be simply related to the role of photochemistry in chemistry in general. Although the beginnings of modern organic photochemistry were laid more than 100 years ago [4], the fundamental understanding of electron transfer in general [5] and of PET processes in particular [1] developed relatively late in the middle of the twentieth century. Therefore, many photochemical transformations that are initiated by electron transfer were originally thought to proceed via homolytic steps.

Meanwhile, the basis of photoinduced electron transfer as well as the mechanisms of fundamental processes such as PET-sensitization, co-sensitization or medium and salt effects are widely understood [6]. As a consequence the number of applications of PET reactions in organic synthesis has increased dramatically as noticeable from a series of summarizing reviews and book chapters [2,7]. Among these applications are for example cycloadditions [8], fragmentations [9], macrocyclizations [10], and addition reactions [9], respectively. In order to keep this chapter within an acceptable length we will restrict ourselves to intramolecular cyclization reactions of radical ions. Readers interested in other aspects of photo- reactions involving radical ions may refer to the above mentioned reviews [2,7-10].

Item ID: 17028
Item Type: Book Chapter (Research - B1)
ISBN: 978-0-8247-5736-6
Date Deposited: 11 Aug 2011 02:14
FoR Codes: 03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030503 Organic Chemical Synthesis @ 60%
03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030505 Physical Organic Chemistry @ 40%
SEO Codes: 97 EXPANDING KNOWLEDGE > 970103 Expanding Knowledge in the Chemical Sciences @ 100%
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