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Fensterbank, L.  et al.: 2021 Science of Synthesis, 2020/4: Free Radicals: Fundamentals and Applications in Organic Synthesis 1 DOI: 10.1055/sos-SD-234-00090
Free Radicals: Fundamentals and Applications in Organic Synthesis 1

1.6 Sulfur-, Selenium-, and Silicon-Centered Radicals

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Book

Editors: Fensterbank, L. ; Ollivier, C.

Authors: André-Joyaux, E.; Bellanger, C.; Bertrand, M. P.; Besson, E. ; Bietti, M.; Braïda, B.; Cahoon, S. B.; Casano, G.; Chelli, S.; Chen, Y.; Chiba, S. ; Dénès, F. ; Derat, E.; Gastaldi, S. ; Gnägi, L.; Kaga, A.; Lakhdar, S. ; Liu, D.; Lu, X.-L.; Maestri, G. ; Melendez, C.; Ouari, O. ; Renaud, P. ; Rovis, T.; Serafino, A.; Shirakawa, E. ; Soulard, V.; Treacy, S. M.; Wang, B.; Wang, Y.-F.; Yoon, T. P.; Yorimitsu, H.; Zhang, F.-L.; Zhang, J.; Zhang, X.

Title: Free Radicals: Fundamentals and Applications in Organic Synthesis 1

Print ISBN: 9783132435520; Online ISBN: 9783132435537; Book DOI: 10.1055/b000000087

1st edition © 2021. Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart

Subjects: Organic Chemistry;Chemical Reactions, Catalysis;Organometallic Chemistry;Laboratory Techniques, Stoichiometry

Science of Synthesis Reference Libraries



Parent publication

Title: Science of Synthesis

DOI: 10.1055/b-00000101

Series Editors: Fürstner, A. (Editor-in-Chief); Carreira, E. M.; Faul, M.; Kobayashi, S.; Koch, G.; Molander, G. A.; Nevado, C.; Trost, B. M.; You, S.-L.; Fürstner, A.; Carreira, E. M.; Faul, M.; Kobayashi, S.; Koch, G.; Molander, G. A.; Nevado, C.; Trost, B. M.; You, S.-L

Type: Multivolume Edition

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Abstract

Sulfur-, selenium-, and silicon-centered radicals are versatile reaction intermediates in modern synthetic organic chemistry. These radicals are capable of adding to carbon–carbon multiple bonds such as alkene and arenes, thus introducing the corresponding elements into the products. These radicals can also serve as mediators of free-radical reactions, including as polarity-reversal catalysts, asymmetric catalysts, and halogen-atom abstraction agents, without these elements being incorporated into the products of the reactions. This chapter describes the utility of sulfur-, selenium-, and silicon-centered radicals in two sections. The first covers reactions involving incorporation of the corresponding elements into the products, while the second describes reactions using these radicals as catalysts or reagents to prepare products that do not contain the corresponding elements.

Key words

radicals - sulfur - selenium - silicon - radical addition - arylation - hydrogen-atom abstraction - halogen-atom abstraction - polarity-reversal catalysis - asymmetric catalysis - photoredox catalysis
 
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