MeSi(CH2SnRO)3 (R = Ph, Me3SiCH2): Building blocks for triangular-shaped diorganotin oxide macrocycles

Abstract

The syntheses of the novel silicon-bridged tris(tetraorganotin) compounds MeSi(CH2SnPh2R)3 (2, R=Ph; 5, R=Me3SiCH2) and their halogen-substituted derivatives MeSi(CH2SnPh(3−n)In)3 (3, n=1; 4, n=2) and MeSi(CH2SnI2R)3 (6, R=Me3SiCH2) are reported. The reaction of compound 4 with di-t-butyltin oxide (t-Bu2SnO)3 gives the oktokaideka-nuclear (18-nuclear) molecular diorganotin oxide [MeSi(CH2SnPhO)3]6 (7) while the reaction of 6 with sodium hydroxide, NaOH, provides the trikonta-nuclear (30-nuclear) molecular diorganotin oxide [MeSi(CH2SnRO)3]10 (8, R=Me3SiCH2). Both 7 and 8 show belt-like ladder-type macrocyclic structures and are by far the biggest molecular diorganotin oxides reported to date. The compounds have been characterized by elemental analyses, electrospray mass spectrometry (ESI-MS), NMR spectroscopy, 1H DOSY NMR spectroscopy (7), IR spectroscopy (7, 8), and single-crystal X-ray diffraction analysis (2, 7, 8).