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On the Mechanism of the Oxygen Transfer to Sulfoxides by (Peroxo)[tris(hydroxyalkyl)amine]Ti IV Complexes − Evidence for a Metal‐Template‐Assisted Process
Author(s) -
Bonchio Marcella,
Bortolini Olga,
Licini Giulia,
Moro Stefano,
Nugent William A.
Publication year - 2003
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200390087
Subject(s) - chemistry , amine gas treating , tris , intramolecular force , sulfoxide , nucleophile , titanium , oxygen , medicinal chemistry , kinetics , reaction mechanism , metal , polymer chemistry , catalysis , stereochemistry , organic chemistry , biochemistry , physics , quantum mechanics
Oxidation of p ‐XC 6 H 4 SOMe (X = NC, F 3 C) by (alkylperoxo){tris[(2 R )‐2‐hydroxy‐2‐phenylethyl]amine}titanium ( 2b ) has been shown to follow Michaelis−Menten kinetics demonstrating the occurrence of an intramolecular nucleophilic oxygen transfer to the Ti IV ‐coordinated sulfoxide. The reaction of the titanium( IV ) precursors 1 with sulfoxides has been studied by ESI‐MS techniques together with ab initio calculations. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)