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Synthesis, crystal structure and catecholase activity of a Ni(II) complex derived from a tetradentate Schiff base ligand

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Abstract

A new nickel(II) complex [Ni(L)] (1) [H2L = 1,1′-(1E,1′E)-(propane-1,3-diylbis(azan-1-yl-1-ylidene))bis(methan-1-yl-1-ylidene)dinaphthalen-2-ol] was synthesized and X-ray crystallographically characterized. 1 crystallizes in orthorhombic crystal system with Cmc21 space group. The unit cell dimensions of the crystal are a = 30.6345(4) Å, b = 8.45340(10) Å, c = 7.75180(10) Å. Structural analysis reveals a tetradentate chelation behaviour of the dianionic ligand H2L having a distorted square planar geometry around Ni(II) with NiN2O2 chromophore in 1. The title complex 1 behaves as an effective catalyst towards oxidation of 3,5-ditertiarybutyl catechol (3,5-DTBC) in acetonitrile to its corresponding quinone derivative in air. The reaction follows first-order reaction kinetics with rate constant 4.28 × 10−5 min −1. The reaction follows Michaelis-Menten enzymatic kinetics with a turnover number of (K c a t ) 140.72 h−1 in acetonitrile.

X-ray structural analysis of a newly synthesized nickel(II) complex [Ni(L)] (1) [H2L = 1,1′-(1E,1′E)-(propane-1,3-diylbis(azan-1-yl-1-ylidene))bis(methan-1-yl-1-ylidene)dinaphthalen-2-ol] reveals a tetradentate chelation behaviour of the dianionic ligand H2L having a distorted square planar geometry around Ni(II) with NiN2O2chromophore in 1. It (1) behaves as an effective catalyst towards oxidation of 3,5-ditertiarybutyl catechol (3,5-DTBC) in acetonitrile to its corresponding quinone derivative in air. The reaction follows first-order reaction kinetics with velocity 4.28 × 10−5 min−1. The Michaelis-Menten enzymatic kinetics is also followed by the reaction with turnover number (K c a t ) 140.72 h−1 in acetonitrile.

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Acknowledgement

MM and AG are thankful to The University of Burdwan and DST, New Delhi (Govt. of India), respectively for their senior research fellowships. The financial support from the DST (F. No. SR/FT/CS-83/2010 dt. 11-02-2011) UGC and DBT, New Delhi (Govt. of India) are also gratefully acknowledged.

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Authors and Affiliations

  1. Department of Chemistry, Durgapur Government College, Durgapur, Burdwan, 713 214, India

    PRADIPTA KUMAR BASU & AMRITA GHOSH

  2. Department of Chemistry, The University of Burdwan, Burdwan, 713 104, India

    MERRY MITRA & RAJARSHI GHOSH

  3. Department of Chemistry, Hooghly Mohsin College, Chinsurah, Hooghly, 712 101, India

    LATIBUDDIN THANDER

  4. Department of Chemistry, Chung Yuan Christian University, Chung Li, Taiwan, 32023, Republic of China

    CHIA -HER LIN

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  1. PRADIPTA KUMAR BASU
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  2. MERRY MITRA
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  3. AMRITA GHOSH
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  4. LATIBUDDIN THANDER
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  5. CHIA -HER LIN
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Correspondence to RAJARSHI GHOSH.

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Supplementary Information

CCDC No. 1009492 contains the supplementary crystallographic data for 1. These data can be obtained free of charge via http://www.ccdc.cam.ac.uk/conts/retrieving.html, or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax: (+ 44) 1223-336-033; or e-mail: deposit@ccdc.cam.ac.uk

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BASU, P.K., MITRA, M., GHOSH, A. et al. Synthesis, crystal structure and catecholase activity of a Ni(II) complex derived from a tetradentate Schiff base ligand. J Chem Sci 126, 1635–1640 (2014). https://doi.org/10.1007/s12039-014-0742-5

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  • DOI: https://doi.org/10.1007/s12039-014-0742-5

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