Synthesis and characterization of cyclic alkyl tetraynes.
Cyclic (4a-e) and linear (10) tetraynes have been studied. Macrocycles 4a-e are unstable to isolation as neat compounds, but 4b-e have been characterized in solution. 13C NMR spectroscopy shows a consistent downfield shift of the acetylenic resonances of 4c-e as ring strain increases. UV-vis spectroscopy demonstrates that ring strain has little effect on the HOMO-LUMO gap. X-ray crystallography of tetrabromoolefin 6b confirms the monomeric constitution of the precursors.
Spantulescu
Andreea
A
Department of Chemistry, University of Alberta, Edmonton AB T6G 2G2, Canada.
Luu
Thanh
T
Zhao
Yuming
Y
McDonald
Robert
R
Tykwinski
Rik R
RR