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Packing polymorphism in 3-amino-2-pyrazinecarboxylate based tin(II) complexes and their catalytic activity towards cyanosilylation of aldehydes

Abstract

Reactions of 3-amino-2-pyrazinecarboxylic acid (HL) with SnCl2 under different hydrothermal conditions and crystallization processes produced two new mononuclear Sn(II) compounds (1 and 2) of general formula [Sn(N,O-L)2] (L = 3-amino-2-pyrazinecarboxylate), the single crystal X-ray diffraction analysis indicating that they are packing polymorphs, complex 1 crystallizing in the monoclinic C2/c space group whereas 2 in the monoclinic P21/c. The Hirshfeld surface analysis show that the supramolecular features of both forms are guided by Sn•••O and Sn•••N contacts, as well as by strong N-H•••O and N-H•••N hydrogen bonds that differentiate the packing in the two forms. Complex 1 shows one dimensional hydrogen bonded network whereas 2 shows a 2D hydrogen bonded network. Best of our knowledge no examples of packing polymorphs based on tin(II) complexes have been reported so far. These polymorphs are interconvertible by immersing in suitable solvent or mixture of solvents. They also act as heterogeneous catalysts for the cyanosilylation reaction of aldehydes with trimethylsilyl cyanide (TMSCN) and can be recycled several times without losing activity.

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Publication details

The article was received on 30 Jul 2018, accepted on 11 Sep 2018 and first published on 11 Sep 2018


Article type: Paper
DOI: 10.1039/C8NJ03805H
Citation: New J. Chem., 2018, Accepted Manuscript
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    Packing polymorphism in 3-amino-2-pyrazinecarboxylate based tin(II) complexes and their catalytic activity towards cyanosilylation of aldehydes

    A. Karmakar, S. Hazra, G. M. D. M. Rúbio, M. F. C. Guedes da Silva and A. J. L. Pombeiro, New J. Chem., 2018, Accepted Manuscript , DOI: 10.1039/C8NJ03805H

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