Intramolecularly Hydrogen-Bonded Polypyrroles as Electro-Optical Sensors

Abstract : We have developed a new class of polypyrroles bearing both hydrogen-bond acceptor and hydrogen-donor groups such that the intramolecular hydrogen bonding holds the system planar enhancing conjugation. The presence of other hydrogen-bond acceptors causes a disruption in this effect. Strong solvatochromic shifts occur to the blue in this case. As part of our attempt to improve on the synthesis of the monomer, we have exploited microwave assisted Diels-Alder reactions to form the heterocyclic monomer.