TY - JOUR
T1 - Hexaazatriphenylene (HAT) versus tri-HAT
T2 - The bigger the better?
AU - Juárez, Rafael
AU - Oliva, María Moreno
AU - Ramos, Mar
AU - Segura, José L.
AU - Alemán, Carlos
AU - Rodríguez-Ropero, Francisco
AU - Curcó, David
AU - Montilla, Francisco
AU - Coropceanu, Veaceslav
AU - Brédas, Jean Luc
AU - Qi, Yabing
AU - Kahn, Antoine
AU - Ruiz Delgado, M. Carmen
AU - Casado, Juan
AU - López Navarrete, Juan T.
PY - 2011/9/5
Y1 - 2011/9/5
N2 - A new hexaazatriphenylene (HAT) derivative formed by the fusion of three HAT units has been prepared and its electronic and molecular structures have been fully characterized by optical and vibrational Raman spectroscopy, electrochemistry, solid-state UV and inverse photoemission spectroscopy (UPS and IPES), and by quantum-chemical calculations. A comparative HAT versus tri-HAT study was performed. The fusion of three HAT molecules causes modifications in the optical and electrochemical properties consistent with enhanced π-electron delocalization attained in a bigger planar core. Such combined experimental and theoretical studies are useful to balance chemical design with supramolecular engineering directed to find enhanced characteristics for new organic semiconductor applications.
AB - A new hexaazatriphenylene (HAT) derivative formed by the fusion of three HAT units has been prepared and its electronic and molecular structures have been fully characterized by optical and vibrational Raman spectroscopy, electrochemistry, solid-state UV and inverse photoemission spectroscopy (UPS and IPES), and by quantum-chemical calculations. A comparative HAT versus tri-HAT study was performed. The fusion of three HAT molecules causes modifications in the optical and electrochemical properties consistent with enhanced π-electron delocalization attained in a bigger planar core. Such combined experimental and theoretical studies are useful to balance chemical design with supramolecular engineering directed to find enhanced characteristics for new organic semiconductor applications.
KW - Raman spectroscopy
KW - density functional theory
KW - hexaazatriphenylenes
KW - supramolecular chemistry
UR - http://www.scopus.com/inward/record.url?scp=80052187384&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=80052187384&partnerID=8YFLogxK
U2 - 10.1002/chem.201101198
DO - 10.1002/chem.201101198
M3 - Article
C2 - 21850722
AN - SCOPUS:80052187384
SN - 0947-6539
VL - 17
SP - 10312
EP - 10322
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
IS - 37
ER -