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Etude des composés d'addition des acides de L EWIS XIX. Sur les composés formés par les 2‐ et 4‐hydroxyacétophénones avec TiCl 4 et ZnCl 2
Author(s) -
Göhring J.,
Rossetti G. P.,
Susz B. P.
Publication year - 1963
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19630460722
Subject(s) - chemistry , acetophenone , medicinal chemistry , fries rearrangement , catalysis , stereochemistry , organic chemistry
The preparation of complex compounds between ZnCl 2 or TiCl 4 and p ‐hydroxy‐, o ‐hydroxy‐ and hydroxy‐2‐methyl‐5‐acetophenone is described. Some of these compounds have been isolated as intermediate complexes of Fries rearrangements catalyzed by TiCl 4 . ZnCl 2 forms addition compounds whereas with TiCl 4 elimination of HCl occurs. The IR, absorption spectra are examined and prodable structures proposed for the compounds. The electronic acceptor group ‐OTiCl 2 is found to be weaker than TiCl 4 and about as strong ZnCl 2 when dative bonds are formed.