The Chemistry of Hypervalent Halogen Compounds, 2 Volume Set

The understanding of functional groups is the key to understanding organic chemistry. In the tradition of Patai's Chemistry of Functional Groups each volume treats all aspects of functional groups, touching on theoretical, analytical, synthetic, biological, and industrial aspects. Hypervalent halogen compounds, in particular iodine compounds, are very efficient and selective oxidants which tolerate a wide range of functional groups. The electrophilic properties of these reagents can also be used to introduce other functionalizations. The present volume is the first in the series to survey the properties and chemical behaviour of hypervalent iodine and bromine, their use in organic synthesis, as well as their industrial application. As with all new volumes, the chapters are first published online in Patai's Chemistry of Functional Groups. Once a volume is completed online, it is then published in print format. The printed book offers the traditional quality of the Patai Book Series, complete with an extensive index.

1. Fundamental aspects of structure, bonding, and the reactivity of hypervalent iodine compounds 1 Halua Pinto de Magalhães, Oliver Sala, and Hans Peter Lüthi 2. Structural chemistry of hypervalent iodine compounds 31 Michael W. Justik 3. Aspects of the chemical energetics of the hypervalent benzene-based organohalogen halosyl, halyl, and perhalyl species 119 Maja Ponikvar-Svet Joel F. Liebman 4. Mass spectrometry and gas-phase ion chemistry of hypervalent halogen compounds 141 Richard A. J. O’hair 5. NMR of hypervalent iodine compounds 187 Yichen Wu and Alexandr Shafir 6. Synthesis of hypervalent iodine compounds for oxidation reactions 221 Viktor V. Zhdankin 7. Oxidation of alcohols and amines 261 Muhammet Uyanik and Kazuaki Ishihara 8. Oxidative heteroatom–heteroatom bond formation 307 Luis Bering and Andrey P. Antonchick 9. Carbon–heteroatom bond formation mediated by hypervalent iodine 365 Rafael M. Romero and Kilian Muñiz 10. Halogenation and perfluoroalkylation chemistry using hypervalent halogen compounds 409 Dmitry Katayev, Benson Jelier, and Antonio Togni 11. Arylations promoted by hypervalent iodine reagents 461 Piret Villo and Berit Olofsson 12. Alkynylations and vinylations 523 Durga Prasad Hari, Stefano Nicolai, and Jerome Waser 13. Oxidative C−C bond formation (couplings, cyclizations, cyclopropanation, etc.) 581 Toshifumi Dohi and Yasuyuki Kita 14. Rearrangements and fragmentations mediated by hypervalent iodine reagents 665 Sarah E. Wengryniuk, and Sylvain Canesi 15. Industrial applications 707 Tatsuo Kaiho and Viktor V. Zhdankin 16. Hypervalent iodine compounds as precursors for biomedical radiotracers 721 Sanjay Telu, Fabrice G. Siméon, Shuiyu Lu and Victor W. Pike 17. Chemistry of hypervalent bromine 781 Kazunori Miyamoto 18. Stereoselective reactions 807 Fateh V. Singh and ThomasWirth 19. Photochemistry of hypervalent iodine compounds 855 Kunfang Jia and Yiyun Chen 20. Electrochemistry of hypervalent iodine compounds 897 Robert Francke, Timo Broese, and Arend F. Roesel 21. Transition metal-catalyzed reactions with iodine(III) reagents 919 Gergely L. Tolnai, Zsombor Gonda, and Zoltán Novák Subject index 987