10.1021/ol052152a.s001
Karla R. Radke
Karla R.
Radke
Katsu Ogawa
Katsu
Ogawa
Seth C. Rasmussen
Seth C.
Rasmussen
Highly Fluorescent Oligothiophenes
through the Incorporation of Central
Dithieno[3,2-<i>b</i>:2‘,3‘-<i>d</i>]pyrrole Units
American Chemical Society
2005
exhibit
fluorescence efficiencies
terthiophene
pyrrole
Units
Stille
analogue
backbone planarity
Incorporation
method
solubilizing side chains
Dithieno
Central
Fluorescent Oligothiophenes
efficiency
dithieno
parent oligothiophenes
incorporation
T n
steric interactions
solution
oligomeric systems
quaterthiophene
2005-11-10 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Highly_Fluorescent_Oligothiophenes_through_the_Incorporation_of_Central_Dithieno_3_2_i_b_i_2_3_i_d_i_pyrrole_Units/3258208
Dithieno[3,2-<i>b</i>:2‘,3‘-<i>d</i>]pyrrole-based terthiophene (<b>2a</b><b>−</b><b>c</b>) and quaterthiophene (<b>3a</b><b>−</b><b>c</b>) analogues have been prepared from dithieno[3,2-<i>b</i>:2‘,3‘-<i>d</i>]pyrrole (<b>1</b>) via Stille coupling utilizing a one-pot method. In comparison to the parent oligothiophenes (T<i><sub>n</sub></i>, where <i>n</i> = 2−4), the resulting
dithieno[3,2-<i>b</i>:2‘,3‘-<i>d</i>]pyrrole-based systems exhibit enhanced fluorescence efficiencies in solution (up to 53%). These new oligomeric systems
also allow the incorporation of solubilizing side chains without the negative steric interactions that typically reduce backbone planarity.