Versatile synthesis of chiral 6-oxoverdazyl radical : new building blocks for multifunctional molecule-based magnets

Solea, Atena B. (School of Engineering and Architecture (HEIA-FR), HES-SO // University of Applied Sciences Western Switzerland) ; Wohlhauser, Tobie (School of Engineering and Architecture (HEIA-FR), HES-SO // University of Applied Sciences Western Switzerland) ; Abbasi, Parisa (Department of Chemistry, Brock University, 1812 Sir Isaac Brock Way, St Catharines, Ontario L2S3A1, Canada) ; Mongbanziama, Yvan (School of Engineering and Architecture (HEIA-FR) HES-SO // University of Applied Sciences Western Switzerland) ; Crochet Aurélien (Department of Chemistry, University of Fribourg, Ch. du Musée 9, CH-1700 Fribourg, Switzerland) ; Fromm, Katharina M. (Department of Chemistry, University of Fribourg, Ch. du Musée 9, CH-1700 Fribourg, Switzerland) ; Novitchi, Ghenadie (Laboratoire National des Champs Magnétiques Intenses, UPR CNRS 3228, 25, rue des Martyrs, B.P. 166 38042 Grenoble, France) ; Train, Cyrille (Laboratoire National des Champs Magnétiques Intenses, UPR CNRS 3228, 25, rue des Martyrs, B.P. 166 38042 Grenoble, France) ; Pilkington, Mélanie (Department of Chemistry, Brock University, 1812 Sir Isaac Brock Way, St Catharines, Ontario L2S3A1, Canada) ; Mamula Steiner, Olimpia (School of Engineering and Architecture (HEIA-FR), HES-SO // University of Applied Sciences Western Switzerland)

A versatile synthetic methodology to access the first family of chiral verdazyl N,N′-chelate ligands is described and exemplified by N,N′-dimethyl-, N,N′-di-isopropyl- and N,N′-diphenyl oxoverdazyls bearing two isomers of the pinene-pyridine functional group. Their physical properties were probed by X-band EPR spectroscopy, cyclic voltammetry and DFT calculations. Preliminary reactivity studies show they can act as N,N′-chelate ligands affording a chiral 1 : 1 complex (3b) with CuCl2, which was characterized by single-crystal X-ray diffraction. Variable temperature EPR studies on (3b) confirm the presence of antiferromagnetic interactions between the spins of the Cu(II) ion and the verdazyl radical.


Keywords:
Article Type:
scientifique
Faculty:
Ingénierie et Architecture
School:
HEIA-FR
Institute:
ChemTech - Institut des technologies chimiques
Subject(s):
Ingénierie
Date:
2018-03
Pagination:
5 p.
Published in:
Dalton Transactions: an international journal of inorganic chemistry
Numeration (vol. no.):
2018, 14, pp. 4785-4789
DOI:
ISSN:
1477-9226
External resources:
Appears in Collection:



 Record created 2018-09-11, last modified 2018-12-20

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