Diruthenium Diacetate Catalysed Aerobic Oxidation of Hydroxylamines and Improved Chemoselectivity by Immobilisation to Lysozyme

Year: 2017

Authors: Lupi F., Marzo T., D’Adamio G., Cretella S., Cardona F., Messori L., Goti A.

Autors Affiliation: Univ Firenze, Dipartimento Chim Ugo Schiff, Via Lastruccia 3-13, I-50019 Sesto Fiorentino, FI, Italy; Univ Florence, LENS, Via Nello Carrara 1, I-50019 Sesto Fiorentino, FI, Italy;‎ Univ Pisa, DCCI, Via Moruzzi 13, I-56124 Pisa, Italy; CNR INO, Via Nello Carrara 1, Sesto Fiorentino, FI, Italy

Abstract: A new green method for the preparation of nitrones through the aerobic oxidation of the corresponding N,N-disubstituted hydroxylamines has been developed upon exploring the catalytic activity of a diruthenium catalyst, that is, [Ru-2(OAc)(4)Cl]), in aqueous or alcoholic solution under mild reaction conditions (0.1 to 1mol% catalyst, air, 50 degrees C) and reasonable reaction times. Notably, the catalytic activity of the dimetallic centre is retained after its binding to the small protein lysozyme. Interestingly, this new artificial metalloenzyme conferred complete chemoselectivity to the oxidation of cyclic hydroxylamines, in contrast to the diruthenium catalyst.

Journal/Review: CHEMCATCHEM

Volume: 9 (22)      Pages from: 4225  to: 4230

KeyWords: chemoselectivity; enzymes; green chemistry; oxidation; ruthenium
DOI: 10.1002/cctc.201701083

Citations: 8
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