Decreasing aromaticity in π-conjugated materials: efficient synthesis and electronic structure identification of
Lei Chen1, Sufian M Mahmoud, Xiaodong Yin
1Department of Chemistry, Rutgers University-Newark , 73 Warren Street, Newark, New Jersey 07102, United States.
Abstract:
An efficient route to cyclopentadiene-containing π-conjugated molecules is reported. A comparative analysis between the aryl/dienyl hybrids and their aromatic congeners shows a propensity of the diene moiety to reduce the optical band gap of a π-conjugated system without compromising a planar structural topology. Moreover, a novel poly(fluorene) derivative bearing alternating cyclopentadiene repeat units was synthesized to demonstrate the applicability of this method in polymer synthesis.
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