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Advisor(s)
Abstract(s)
One-pot template condensation of CCl3C=N with ammonia on a metal source [MnCl2 center dot 4H(2)O, FeCl3 center dot 6H(2)O or Co(CH3COO)(2)center dot 4H(2)O] in DMSO led to the formation of tris(2,4-bis(trichloromethyl)-1,3,5-triazapentadienato)-M(III) complexes, [M(NH=C(CCl3)NC(CCl3)=-NH}(3)]center dot n(CH3)(2)SO [M = Mn, n = 1 (1); M = Fe, n = 2 (2); M = Co, n = 2 (3)1, which were characterized using elemental analysis, and IR, ESI-MS and single-crystal X-ray analysis. The role of inter- and intramolecular non-covalent halogen and hydrogen bonds in the synthesis of 1-3 is discussed. It is shown that the crystal ionic radii of the metal ions [68.5 (Co) < 69 (Fe) < 72 (Mn), pm] are related to the corresponding Cl center dot center dot center dot Cl distances [3.178 (3) > 3.155 (2) > 3.133 (1) Al. Compounds 1-3 and the related di(triazapentadienato)-Cu(v) complex [Cu(NH=C(CCl3)NC(CCl3)=NH}2]center dot 2(CH3)(2)SO (4) act as catalyst precursors for the additive-free microwave (MW) assisted homogeneous oxidation of 1-phenylethanol with tert-butylhydroperoxide (TBHP), leading to the formation of acetophenone with yields up to 99% and TONs up to 5.0 x 10(3) after 1 h of low power (10 W) MW irradiation.
Description
Keywords
Flurorinated Triazapentadienyl Ligands Beta-Diketone Coordination Chemistry Copper(II) Complexes Benzylic Alcohols Aerobic Oxidation Arylhydrazones Resonance Silver(I) Aldehydes
Citation
SHIXALLYEV, Namiq Q.; [et al] – Halogen-Bonded Tris (2,4-Bis(Trichloromethyl)-1,3,5,Triazapentadienato)-M(III) [M = Mn, Fe, Co] Complexes and their catalytic activity in the peroxidative oxidation of 1-Phenylethanol to acetophenone. New Journal of Chemistry. ISSN: 1144-0546. Vol. 38, nr. 10 (2014), pp. 4807-4815
Publisher
Royal Society of Chemistry