THEORETICAL ASPECTS OF THE ACETONITRILE OXIDE CYCLOADDITION TO <i>tert</i>-BUTYL-, TRIMETHYLSILYL-, AND TRIMETHYLGERMYL-SUBSTITUTED THIOPHENE 1,1-DIOXIDES

Authors

  • Э. Лукевиц Latvian Institute of Organic Synthesis, Riga LV-1006
  • C. Беляков Latvian Institute of Organic Synthesis, Riga LV-1006
  • П. Арсенян Latvian Institute of Organic Synthesis, Riga LV-1006
  • О. Пудова Latvian Institute of Organic Synthesis, Riga LV-1006

Keywords:

thiophene, thiophene 1,1-dioxide, quantum-chemical calculation, molecular packing, UV spectrum

Abstract

The results of X-ray diffraction studies on molecular packing of tert-butyl-, trimethylsilyl-, and trimethylgermylthiophene 1,1-dioxides have been reviewed and analyzed. We also interpret their experimental and calculated UV spectra. Using quantum-chemical calculations, we have studied the theoretical aspects of the acetonitrile oxide dipolar [2+3] cycloaddition to 2,5- and 2,4-disubstituted sulfones. The reasons for the regiospecificity of cycloaddition and desilylation have been explained.

How to Cite
Lukevics, E.; Belyakov, S.; Arsenyan, P.; Pudova, O. Chem. Heterocycl. Compd. 2001, 37, 1185. [Khim. Geterotsikl. Soedin. 2001, 1299.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1013892423667

Published

2001-10-25

Issue

Section

Original Papers