UNIGE document Scientific Article
previous document  unige:26697  next document
add to browser collection

3,4-Ethylenedioxythiophene in planarizable push–pull oligothiophenes

Published in Organic & biomolecular chemistry. 2013, vol. 11, no. 12, p. 1952-1957
Abstract We report design, synthesis and evaluation of push–pull quaterthiophene amphiphiles containing one 3,4-ethylenedioxythiophene (EDOT) and a single strong twist in the scaffold. Planarizable push–pull oligothiophene amphiphiles have been introduced recently as conceptually innovative fluorescent probes that sense the fluidity and the potential of lipid bilayer membranes. The “hyper-twisted” EDOT probes respond to planarization and restricted rotational freedom with a red shift and changes in vibrational finestructure in the excitation spectrum, respectively. In solution, comparably weak solvatochromism and significant thermochromism are found. Planarization and restricted rotational freedom afford exquisite sensitivity toward nature and fluidity of lipid bilayer membranes, including ratiometric detection of phase transitions. The sensing of membrane potentials is weakened by these unique properties but remains possible.
Full text
Article (Published version) (992 Kb) - document accessible for UNIGE members only Limited access to UNIGE
Article (Accepted version) (1.6 MB) - public document Free access
Other version: http://xlink.rsc.org/?DOI=c3ob27471c
(ISO format)
DAL MOLIN, Marta, MATILE, Stefan. 3,4-Ethylenedioxythiophene in planarizable push–pull oligothiophenes. In: Organic & biomolecular chemistry, 2013, vol. 11, n° 12, p. 1952-1957. doi: 10.1039/c3ob27471c https://archive-ouverte.unige.ch/unige:26697

555 hits



Deposited on : 2013-03-11

Export document
Format :
Citation style :