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Issue 28, 2011
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Structure and pulsed EPR characterization of N,N′-bis(5-tert-butylsalicylidene)-1,2-cyclohexanediamino-vanadium(iv) oxide and its adducts with propylene oxide

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Abstract

The role of steric hindrance in controlling the binding mode of propylene oxide to a novel vanadyl salen-type complex N,N′-bis(5-tert-butylsalicylidene)-1,2-cyclohexanediamino-vanadium(IV) oxide, [VO(3)], has been investigated using CW/pulse EPR, ENDOR and HYSCORE spectroscopy and compared to that of the parent complex N,N′-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamino-vanadium(IV) oxide, [VO(1)]. The single-crystal X-ray structure of [VO(3)]·HCCl3 has been determined by X-ray analysis and is complemented by DFT calculations and circular dichroism measurements. The structure of the complex in frozen solution, as revealed by the EPR methods, is in good agreement with the X-ray and DFT analyses. Removal of the ‘inner’ tert-butyl groups from the salicylidene rings reduces the steric hindrance between the ligand and epoxide substrate. As a result the selectivity for binding single enantiomers of propylene oxide in these complexes is reversed in [VO(3)] relative to [VO(1)].

Graphical abstract: Structure and pulsed EPR characterization of N,N′-bis(5-tert-butylsalicylidene)-1,2-cyclohexanediamino-vanadium(iv) oxide and its adducts with propylene oxide

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Supplementary files

Article information


Submitted
04 Mar 2011
Accepted
26 Apr 2011
First published
13 Jun 2011

Dalton Trans., 2011,40, 7454-7462
Article type
Paper

Structure and pulsed EPR characterization of N,N′-bis(5-tert-butylsalicylidene)-1,2-cyclohexanediamino-vanadium(IV) oxide and its adducts with propylene oxide

E. Carter, I. A. Fallis, B. M. Kariuki, I. R. Morgan, D. M. Murphy, T. Tatchell, S. Van Doorslaer and E. Vinck, Dalton Trans., 2011, 40, 7454
DOI: 10.1039/C1DT10378D

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