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Kemmer M, Biesemans M, Gielen M, et al. Complexation of triorganotin derivatives of [18]crown-6- and [15]crown-5-(benzo-4-carboxylate) with alkali thiocyanates. Chemistry. 2001;7(21):4686-95doi: 10.1002/1521-3765(20011105)7:21<4686::aid-chem4686>3.0.co;2-7.
Kemmer, M., Biesemans, M., Gielen, M., Martins, J. C., Gramlich, V., & Willem, R. (2001). Complexation of triorganotin derivatives of [18]crown-6- and [15]crown-5-(benzo-4-carboxylate) with alkali thiocyanates. Chemistry (Weinheim an der Bergstrasse, Germany), 7(21), 4686-95. https://doi.org/10.1002/1521-3765(20011105)7:21<4686::aid-chem4686>3.0.co;2-7
Kemmer, M, et al. "Complexation of triorganotin derivatives of [18]crown-6- and [15]crown-5-(benzo-4-carboxylate) with alkali thiocyanates." Chemistry (Weinheim an der Bergstrasse, Germany) vol. 7,21 (2001): 4686-95. doi: https://doi.org/10.1002/1521-3765(20011105)7:21<4686::aid-chem4686>3.0.co;2-7
Kemmer M, Biesemans M, Gielen M, Martins JC, Gramlich V, Willem R. Complexation of triorganotin derivatives of [18]crown-6- and [15]crown-5-(benzo-4-carboxylate) with alkali thiocyanates. Chemistry. 2001 Nov 05;7(21):4686-95. doi: 10.1002/1521-3765(20011105)7:21<4686::aid-chem4686>3.0.co;2-7. PMID: 11757661.
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Chemistry. 2001 Nov 05;7(21):4686-95. doi: 10.1002/1521-3765(20011105)7:21<4686::aid-chem4686>3.0.co;2-7.

Complexation of triorganotin derivatives of [18]crown-6- and [15]crown-5-(benzo-4-carboxylate) with alkali thiocyanates.

Chemistry (Weinheim an der Bergstrasse, Germany)

M Kemmer, M Biesemans, M Gielen, J C Martins, V Gramlich, R Willem

Affiliations

  1. AOSC Unit, Faculty of Applied Sciences, Free University of Brussels, VUB, Belgium.

PMID: 11757661 DOI: 10.1002/1521-3765(20011105)7:21<4686::aid-chem4686>3.0.co;2-7

Abstract

Investigations of the simultaneous complexation of tri-n-butyltin and triphenyltin derivatives of [18]crown-6- or [15]crown-5-(benzo-4-carboxylate) by the anion and cation from NaSCN or KSCN are reported. The crystal structure of [Na+ is included in [15]crown-5-C6H3-4-COOSn(C6H5)3NCS]-], 4 NaSCN, displays an unusual zwitterionic nature with one intramolecular charge separation characterized by an Na-Sn distance of 9.29(1) A, and several intermolecular charge separations, the shortest being 5.48(1) A. Similar distances (9.70(2), 9.28(2), intramolecular; 5.40(2) and 5.41(2) A, shortest intermolecular) are observed in the more complicated structure of the corresponding [18]crown-6-(benzo-4-carboxylate) derivative, 3 NaSCN, with two independent molecules in the asymmetric unit. For the tri-n-butyltin analogues 1 and 2, complex equilibria were observed in acetone and unraveled by variable temperature 13C, 117Sn. and 23Na NMR studies. Their complexes with KSCN and NaSCN undergo decomposition in acetone solution, as evidenced by the transformation of [K+ is included in [18]crown-6-[C6H3-4-COOSn(nBu)3NCS]-], into tri-n-butyltin isothiocyanate and a novel dimeric potassium [18]crown-6-(benzo-4-carboxylate), the structure of which was elucidated by X-ray diffraction analysis.

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