Issue 4, 1993

Reactions of some ortho-tellurated compounds with intramolecular co-ordinate bonds

Abstract

Reaction of 2-(Br3Te)C6H4CH[double bond, length as m-dash]NC6H4Me-p1 with BH4 results in reduction at both the tellurium and double-bond centres to afford 2-(BrTe)C6H4CH2NH(C6H4Me-p)2, however substitution of p-tolyl by a more sterically demanding group such as 2,4,6-tri-tert-butylphenyl precludes reduction of the double bond. The crystal and molecular structure of 2 has been determined: monoclinic, space group P21/n, with a= 11.010(4), b= 9.231(2), c= 14.862(7)Å, β= 110.80(4)° and Z= 4; R= 0.0533 for 1180 observed reflections. The tellurium atom is three-co-ordinate with Br–Te–N 165.3(3), Br–Te–C(1) 91.5(4) and N–Te–C(1) 74.9(5)° and Te–C(1) 2.125(16), Te–Br 2.663(3)Å and a Te ⋯ N interaction of 2.375(13)Å. A survey of available structural data for ortho-tellurated compounds suggests this interaction to be stronger when the donor nitrogen atom is sp2 rather than sp3 hybridised. A multinuclear (1H, 13C, 123Te, 125Te) and variable-temperature (1H) NMR study of compound 2 in chloroform solution is interpreted in terms of an equilibrium between N(sp3) co-ordinated and non-co-ordinated forms. New multinuclear (1H, 19F, 123Te) NMR together with Raman data for related compounds containing Te ⋯ N(sp2) interactions e.g. 2-XTeC6H4CH[double bond, length as m-dash]NC6H4Me-p(X = F, Cl, Br or I) provide further support for the reality of the intramolecular co-ordination and ν(Te–N) is assigned in the region 206–219 cm–1.

Article information

Article type
Paper

J. Chem. Soc., Dalton Trans., 1993, 619-624

Reactions of some ortho-tellurated compounds with intramolecular co-ordinate bonds

A. G. Maslakov, W. R. McWhinnie, M. C. Perry, N. Shaikh, S. L. W. McWhinnie and T. A. Hamor, J. Chem. Soc., Dalton Trans., 1993, 619 DOI: 10.1039/DT9930000619

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