1.
J Org Chem
; 80(17): 8772-81, 2015 Sep 04.
Artigo
em Inglês
| MEDLINE
| ID: mdl-26292107
RESUMO
A series of (t)Bu-substituted Z-oligodiacetylenes (Z-ODAs) are synthesized from the reactions of allenyl/propargylic zinc reagents, obtained from the corresponding propargylic dithiolanes and BuLi, with dithiolane-substituted propargylic aldehydes followed by stereospecific elimination of ß-thioalkoxy alcohols under Mitsunobu conditions. The stereochemical assignments are based on NOE experiments. The X-ray structure of the hexamer further supports the Z configuration for each of the double bonds in these ODAs. The photophysical properties of these Z-ODAs have been examined and are compared with known related E- and Z-ODAs with different substituents.