4.8 Article

MeSi(CH2SnRO)3(R=Ph, Me3SiCH2): Building Blocks for Triangular-Shaped Diorganotin Oxide Macrocycles

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 59, Issue 52, Pages 23892-23898

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202012248

Keywords

DOSY NMR spectroscopy; electrospray-ionization mass spectrometry; macrocycles; organotin oxides; X-ray crystallography

Funding

  1. Projekt DEAL

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The syntheses of the novel silicon-bridgedtris(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 compound4with di-t-butyltin oxide (t-Bu2SnO)(3)gives the oktokaideka-nuclear (18-nuclear) molecular diorganotin oxide [MeSi(CH2SnPhO)(3)](6)(7) while the reaction of6with sodium hydroxide, NaOH, provides the trikonta-nuclear (30-nuclear) molecular diorganotin oxide [MeSi(CH2SnRO)(3)](10)(8, R=Me3SiCH2). Both7and8show 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,H-1 DOSY NMR spectroscopy (7), IR spectroscopy (7,8), and single-crystal X-ray diffraction analysis (2,7,8).

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