TY - JOUR
T1 - A theoretical ab initio study of [n.n]paracyclophane complexes with cations
AU - Frontera, Antonio
AU - Quiñonero, David
AU - Garau, Carolina
AU - Ballester, Pablo
AU - Costa, Antoni
AU - Deyà, Pere M.
AU - Pichierri, Fabio
N1 - Funding Information:
We thank the DGICYT (projects BQU-2002-04651) for financial support. We thank the CESCA for computational facilities. C.G. thanks the MEC for a pre-doctoral fellowship. A.F. and D.Q. thank the MCyT for a ‘Ramón y Cajal’ and a ‘Juan de la Cierva’ contract, respectively. F.P. thanks the 21st century COE project ‘Giant Molecules and Complex Systems’ for financial support. We thank Dr. Marc Carbonell for technical assistance.
Copyright:
Copyright 2008 Elsevier B.V., All rights reserved.
PY - 2006/1/10
Y1 - 2006/1/10
N2 - Geometries and binding energies of complexes of Li+ and Na + cations with benzene, several [n.n]paracyclophanes (n = 2,3) and a triple-layered [2.2]paracyclophane are computed and compared using ab initio calculations. We have recently demonstrated that the binding capability toward cations of [2.2]paracyclophane using one aromatic ring is superior to benzene in ∼10 kcal/mol. This unexpected difference is explained by the reduction, upon complexation, of the repulsive interaction of the π-systems. In the present work, we demonstrate that the binding ability of the next member of the cyclophane series [3.3]paracyclophane and the triple-layered [2.2]paracyclophane is even superior than [2.2]paracyclophane.
AB - Geometries and binding energies of complexes of Li+ and Na + cations with benzene, several [n.n]paracyclophanes (n = 2,3) and a triple-layered [2.2]paracyclophane are computed and compared using ab initio calculations. We have recently demonstrated that the binding capability toward cations of [2.2]paracyclophane using one aromatic ring is superior to benzene in ∼10 kcal/mol. This unexpected difference is explained by the reduction, upon complexation, of the repulsive interaction of the π-systems. In the present work, we demonstrate that the binding ability of the next member of the cyclophane series [3.3]paracyclophane and the triple-layered [2.2]paracyclophane is even superior than [2.2]paracyclophane.
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U2 - 10.1016/j.cplett.2005.10.038
DO - 10.1016/j.cplett.2005.10.038
M3 - Article
AN - SCOPUS:29344449317
SN - 0009-2614
VL - 417
SP - 371
EP - 377
JO - Chemical Physics Letters
JF - Chemical Physics Letters
IS - 4-6
ER -