Synthesis of Hetero-bifunctional, End-Capped Oligo-EDOT Derivatives

Synthesis of Hetero-bifunctional, End-Capped Oligo-EDOT Derivatives

Conjugated oligomers of 3,4-ethylenedioxythiophene (EDOT) are attractive materials for tissue engineering applications and as model systems for studying the properties of the widely used polymer poly(3,4-ethylenedioxythiophene). We report here the facile synthesis of a series of keto-acid end-capped oligo-EDOT derivatives (n = 2-7) through a combination of a glyoxylation end-capping strategy an...

Preferential hetero-dimer formation and equilibrium dynamics of self-complementary bifunctional oligo(p-phenylenevinylene) and C60 ureido-pyrimidinone derivatives in solution.

The formation of hetero-dimers of bifunctional oligo(p-phenylenevinylene) and C60 ureido-pyrimidinone derivatives has been observed by 1H-NMR and fluorescence techniques.

Weak distance dependence of through-bond interactions in tetrahydro-4H-thiopyran-4-ylidene end-capped oligo(cyclohexylidenes); a computational surveyf

Weak distance dependence of through-bond interactions in tetrahydro-4H-thiopyran-4-ylidene end-capped oligo(cyclohexylidenes); a computational survey.

Calculations on members of the oligo(cyclohexylidene) series [(n), n = 1-5)] and related tetrahydro-4H-thiopyran end-capped analogues [(n), n = 1-4)] show a strong through-bond coupling between their pi bonds and sulfur lone pairs (Lp(pi)S). This coupling is mediated by an interaction between the H(ax)-C-C-H(ax) structural sub-units and the pi bonds connecting the cyclohexyl moieties. A compari...

Efficient synthesis of 3,4-ethylenedioxythiophenes (EDOT) by Mitsunobu reaction.

Using the Mitsunobu reaction as a key step, a general and efficient method for the synthesis of EDOT monomers has been developed. Novel substituted EDOTs and the first chiral derivatives were generated in high yields.