Stereodivergent sila-germylenation sila-stannylenation of an internal alkyne.

Chem Commun (Camb)

Inorganic Chemistry and Catalysis Division, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pashan, Pune 411008, India.

Published: September 2024

AI Article Synopsis

  • A study was conducted on the reaction of dimethyl acetylene dicarboxylate (DMAD) with hypersilyl tetrylenes at room temperature, focusing on the compounds PhC(NBu)ESi(SiMe) where E = Ge (germanium) and Sn (tin).
  • The germylene (with germanium) resulted in the formation of alkenes, while the stannylene (with tin) also produced alkenes but exhibited different behavior.
  • Computational studies using DFT (Density Functional Theory) provided insights into the differing stereoselectivity observed in the reactions.

Article Abstract

We report on the insertion of electron deficient alkyne, dimethyl acetylene dicarboxylate (DMAD), into the E-Si bond of hypersilyl tetrylenes, PhC(NBu)ESi(SiMe) (E = Ge and Sn), at room temperature. Uniquely, the germylene leads to alkenes, while the stannylene gives access to alkenes, and the insight into divergent stereoselectivity has been obtained by DFT studies.

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Source
http://dx.doi.org/10.1039/d4cc02101kDOI Listing

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