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Untersuchung zum Reaktionsverhalten von Nitrilen RCN gegenüber [I 3 ] + [AsF 6 ] − (R = CH 3 , CF 3 , Br, I, H)
Author(s) -
TornieporthOetting Inis,
Klapötke Thomas
Publication year - 1991
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19911240715
Subject(s) - chemistry , acetonitrile , cyanogen , reactivity (psychology) , iodide , substituent , electronegativity , medicinal chemistry , yield (engineering) , inorganic chemistry , organic chemistry , alternative medicine , medicine , materials science , pathology , metallurgy
Investigation on the Reactivity of Nitriles RCN towards [I 3 ] + [AsF 6 ] − (R = CH 3 , CF 3 , Br, I, H) The reaction behaviour of cyanogen compounds R — CN (R = CH 3 , CF 3 , Br, I, H) towards [I 3 ] + [AsF 6 ] − is investigated. Whereas CF 3 CN and BrCN do not react, acetonitrile and cyanogen iodide react with the [I 3 ] + cation to yield the linear species [ICNI] + and [CH 3 CNI] + . The different reactivity of RCN towards [I 3 ] + is discussed on the basis of the substituent electronegativity X(R) and the HSAB principle. Simple thermodynamic estimations (Born‐Haber cycle) explain the greater stability of the (acetonitrile)iodonium cation compared with the inorganic (iodocyan)iodonium salt.