Conformational study of a strained tolanophane by dynamic 1H NMR spectroscopy and computational methods

Darabi, H. R ; Sharif University of Technology | 2008

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  1. Type of Document: Article
  2. DOI: 10.1007/s00706-008-0912-6
  3. Publisher: 2008
  4. Abstract:
  5. The existence of a short C-H⋯π (alkyl-alkyne) interaction in the structure of a strained and relatively rigid tolanophane is expected to hinder the rotation about the C-C sp3 single bond. Variable-temperature NMR experiments (performed in three solvents, CDCl3, THF-d8, and acetone-d6) and ab initio density functional calculations were carried out to investigate its dynamic nature. An energy barrier of 48.6 kJ/mol is determined at coalescence (210 K) with acetone-d6 which is in good agreement with calculation result (54 kJ/mol). © 2008 Springer-Verlag
  6. Keywords:
  7. Tolanophane ; Strain ; Dynamic 1H NMR ; Ab initio calculations
  8. Source: Monatshefte fur Chemie ; Volume 139, Issue 10 , 2008 , Pages 1185-1189 ; 00269247 (ISSN)
  9. URL: https://link.springer.com/article/10.1007%2Fs00706-008-0912-6