75184-22-4Relevant academic research and scientific papers
Synthesis of Bicyclic Non-conjugated Polyenes. Stereochemistry and Transanular Interactions
Martin, Hans-Dieter,Heller, Constanze,Mayer, Bernhard,Beckhaus, Hans-Dieter
, p. 2589 - 2600 (2007/10/02)
The synthesis of the bicyclic polyenes 8 - 11 has been achieved by cleavage of the strained ?-bonds of suitable cyclopropanedimethanols 14b/15b and cyclobutanedimethanol-bis(methanesulfonates) 16c/17c using P2I4 (14b/15b) or Zn/KBr (16c/17c), respectively.From an inspection of the 1H NMR spectra a preferred endo-conformation (chair) for 8 and a twisted structure (twist-chair) for 10 is proposed.The predicted extent of transanular conjugation for these geometries is in accordance with the photoelectron spectroscopic measurements.
