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Fluorophosphorane Deoxofluorination

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Fluorination

Part of the book series: Synthetic Organofluorine Chemistry ((SYOC))

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Introduction

Because of the unique properties of fluorine and C-F bond, incorporation of fluorine into organic molecules can often change their chemical, physical, and biological properties. Therefore, a number of applications of organofluorine compounds have been found in medicinals, agrochemicals, functional materials, and other fields [6367,6368,6369,4]. The fluorine effect has been widely used in lipophilicity tuning, pKa modulation, and selective blocking of oxidative metabolism [3, 5]. Due to easy availability of alcohols, many efforts have been devoted to the development of reagents and reactions for converting alcohols to fluorinated compounds [6372,6373,6374,6375,6376,6377,6378,6379,6380,6381,6382,17]. As early as the 1960s, several phosphine-based deoxofluorinating reagents were developed. This chapter summarizes synthesis and application of the phosphine-based reagents, difluoro(triphenyl)phosphorane (Ph3PF2), trifluoro(diphenyl)phosphorane (Ph2PF3), and...

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Authors and Affiliations

  1. The Institute For Advanced Studies, Wuhan University, Wuhan, China

    Zhaoliang Yang & Xiao Shen

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  1. Zhaoliang Yang
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  2. Xiao Shen
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Correspondence to Xiao Shen .

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Editors and Affiliations

  1. Key Laboratory of Organofluorine Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai, China

    Jinbo Hu

  2. Zhejiang Jiuzhou Pharmaceutical Co., Ltd, R&D Center, Taizhou, China

    Teruo Umemoto

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Yang, Z., Shen, X. (2020). Fluorophosphorane Deoxofluorination. In: Hu, J., Umemoto, T. (eds) Fluorination. Synthetic Organofluorine Chemistry. Springer, Singapore. https://doi.org/10.1007/978-981-10-3896-9_45

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