title: A Systematic Evaluation of the N-F Bond Strength of Electrophilic N-F Reagents: Hints for Atomic Fluorine Donating Ability.
abstract: The recent discovery of the radical reactivity of a few traditionally electrophilic N-F reagents has sparked a renaissance of radical fluorination. A knowledge of the N-F bond dissociation enthalpies (BDE) of electrophilic N-F reagents is essential for understanding of their reactivities. However, a thorough literature survey revealed that such information is extremely sparse. This prompted us to carry out the first systematic computation on the N-F BDEs of electrophilic N-F reagents. The calculated N-F BDE scale of 88 electrophilic N-F reagents ranges from 49.3 to 80.0 kcal mol-1in acetonitrile. The large variety of N-F reagents and wide span of N-F BDEs make the scale a useful tool not only for the future rational design of novel reagents but also for judicious selection of appropriate ones to explore new radical fluorinations.
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering, College of Chemistry, Nankai University , Tianjin 300071, China.
authors.forename: Jin-Dong
authors.initials: JD
authors.lastname: Yang
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering, College of Chemistry, Nankai University , Tianjin 300071, China.
authors.forename: Ya
authors.initials: Y
authors.lastname: Wang
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering, College of Chemistry, Nankai University , Tianjin 300071, China.
authors.forename: Xiao-Song
authors.identifier: 0000-0003-4541-8702
authors.initials: XS
authors.lastname: Xue
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering, College of Chemistry, Nankai University , Tianjin 300071, China.|Center of Basic Molecular Science, Department of Chemistry, Tsinghua University , Beijing 100084, China.
authors.forename: Jin-Pei
authors.identifier: 0000-0001-8822-1577
authors.initials: JP
authors.lastname: Cheng