Decreasing aromaticity in π-conjugated materials: efficient synthesis and electronic structure identification of cyclopentadiene-containing systems.
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.
Department of Chemistry, Rutgers University-Newark , 73 Warren Street, Newark, New Jersey 07102, United States.
Lei
L
Chen
Sufian M
SM
Mahmoud
Xiaodong
X
Yin
Roger A
RA
Lalancette
Agostino
A
Pietrangelo