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Issue 19, 2014
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Synthesis of heteroboroxines with MB2O3 core (M = Sb, Bi, Sn)—an influence of the substitution of parent boronic acids

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Abstract

The synthesis and structure of stiba-, stanna- and bismaheteroboroxines of a general formula L(E)M[(OBR)2O] supported by a N,C,N-chelating ligand L [where L = C6H3-2,6-(CH2NMe2)2, M, E = Sb, lone pair or Sn, Ph or Bi, lone pair] is reported. The target compounds are prepared by straightforward one-step reactions between oxides (LMO)2 (M = Sb or Bi) or organotin(IV) carbonate L(Ph)Sn(CO3) with four or two molar equivalents of corresponding organoboronic acid. All compounds were characterized with the help of elemental analysis, multinuclear NMR spectroscopy and on several occasions the molecular structure was determined using single-crystal X-ray diffraction analysis. The influence of both the substitution of the parent organoboronic acid and the central atom used on the feasibility of the condensation reaction was addressed. Furthermore, several heteroboroxines containing nitrogen donor functionality (i.e. NH2, NMe2, CN or 4-pyridyl) included in the boronic acid residue were synthesized and characterized with the aim to prepare boroxine-based covalent frameworks (through intermolecular N→B interactions) containing metal atoms in their structures. Although no such intermolecular bonding was detected in solution of these compounds, it was shown that the organotin(IV) heteroboroxine substituted by 4-pyridyl group forms an infinite polymeric chains via N→B interactions in the solid state. This polymer collapsed back to monomeric units upon dissolution.

Graphical abstract: Synthesis of heteroboroxines with MB2O3 core (M = Sb, Bi, Sn)—an influence of the substitution of parent boronic acids

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Article information


Submitted
25 Oct 2013
Accepted
13 Feb 2014
First published
27 Mar 2014

Dalton Trans., 2014,43, 7096-7108
Article type
Paper

Synthesis of heteroboroxines with MB2O3 core (M = Sb, Bi, Sn)—an influence of the substitution of parent boronic acids

M. Kořenková, B. Mairychová, A. Růžička, R. Jambor and L. Dostál, Dalton Trans., 2014, 43, 7096
DOI: 10.1039/C3DT53012D

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