Chiral conjugated materials

Synthesis and Characterization of Novel Chiral Conjugated Materials... 

Poly(iV-substituted dithieno[3,2-3 2, 3 -rf pyrroles (PDTPs) 167a,b) <2005MM4545>, a class of soluble (chiral) conjugated polymers with a stable oxidized state, were prepared by an oxidative coupling by FeClj in chloroform under an argon atmosphere. The crude material was reduced with hydrazine to afford compound 167 (Scheme 19) <2005MM4545>. 

Chiral conjugate polymers such as polythiophenes with an optically active substituent in the 3 position have been studied for use in optoelectronic devices, sensors, and catalysis (Nilsson et al., 2004). These materials show activity based on their chiral behaviors, which can be influenced by solvent or temperature. Flelical biomolecules can be used to induce chirality in optically inactive polythiophenes (Ewbank et al., 2001). Nilsson et al. (2004) extended this to use a positively charged random-coil peptide conjugated with a... 

In conclusion to this section, we have found the first air-stable chiral primary phosphines (R)-5 and (5)-6, and attributed that stability to conjugation in their aryl backbones. The molecular model we have now developed suggests that despite the varied structures shown in Fig. 1.8, we may be able to rationalize and predict the sensitivity of known and unknown primary phosphines we hope that this will prompt a renaissance in the use of primary phosphines as synthetic precursors. In the following section we show that R)-5 and (5)-6 are convenient chiral starting materials. 

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