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Synthesis and Properties of the Fluoromethylating Agent (Fluoromethyl)triphenylphosphonium Iodide
Author(s) -
Reichel Marco,
Martens Jörn,
Wöllner Eduart,
Huber Laura,
Kornath Andreas,
Karaghiosoff Konstantin
Publication year - 2019
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201900165
Subject(s) - chemistry , phosphonium , iodide , phosphonium salt , orthorhombic crystal system , moiety , hydrogen iodide , salt (chemistry) , crystal structure , hydrogen bond , nuclear magnetic resonance spectroscopy , yield (engineering) , infrared spectroscopy , crystallography , medicinal chemistry , inorganic chemistry , molecule , iodine , stereochemistry , organic chemistry , materials science , metallurgy
(Fluoromethyl)triphenylphosphonium iodide has been prepared in a simple and high yield synthesis. The salt was characterized by vibrational, NMR spectroscopy and a single‐crystal X‐ray structure analysis. The salt crystallizes in an orthorhombic space group Pna 2 1 with four formula units in the unit cell. The experimental data are discussed together with quantum chemically calculated values. The title compound is the first example of a phosphonium salt containing a P‐CH 2 F moiety. Hydrogen bonding in the crystal of the fluoromethyl phosphonium iodide is discussed.