Syntheses, structures, and stabilities of aliphatic and aromatic fluorous iodine(I) and iodine(III) compounds: the role of iodine Lewis basicity

Syntheses, structures, and stabilities of aliphatic and aromatic fluorous iodine(I) and iodine(III) compounds: the role of iodine Lewis basicity

The title molecules are sought in connection with various synthetic applications. The aliphatic fluorous alcohols RfnCH2OH (Rfn = CF3(CF2)n–1; n = 11, 13, 15) are converted to the triflates RfnCH2OTf (Tf2O, pyridine; 22–61%) and then to RfnCH2I (NaI, acetone; 58–69%). Subsequent reactions with NaOCl...

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Bibliographic Details
Main Authors: Tathagata Mukherjee, Soumik Biswas, Andreas Ehnbom, Subrata K. Ghosh, Ibrahim El-Zoghbi, Nattamai Bhuvanesh, Hassan S. Bazzi, John A. Gladysz
Format: Article
Language:English
Published: Beilstein-Institut 2017-11-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
chlorination
copper mediated perfluoroalkylation
crystal structure
DFT calculations
fluorous
hypervalent iodine
nucleophilic substitution
polar space group
Online Access:https://doi.org/10.3762/bjoc.13.246

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