Synlett 2014; 25(15): 2127-2132
DOI: 10.1055/s-0034-1378524
letter
© Georg Thieme Verlag Stuttgart · New York

Synthesis, Photophysical, Electrochemical Properties and Charge-Transfer Complexation Studies of Piperazinophanes

Ayyavu Thirunarayanan
Department of Organic Chemistry, University of Madras, Guindy Campus, Chennai 600 025, India   Fax: +91(44)22300488   Email: perumalrajakumar@gmail.com
,
Perumal Rajakumar*
Department of Organic Chemistry, University of Madras, Guindy Campus, Chennai 600 025, India   Fax: +91(44)22300488   Email: perumalrajakumar@gmail.com
› Author Affiliations
Further Information

Publication History

Received: 16 April 2014

Accepted after revision: 20 June 2014

Publication Date:
06 August 2014 (online)


Abstract

Several 1:1 and 2:2 oligomeric forms of piperazinophanes with oxa–aza intraannular functionalities and containing various bicyclic ring systems as spacer units were prepared by a one-pot method under simple and mild conditions through a multicomponent reaction strategy involving a Mannich reaction. All the piperazinophanes exhibited absorption maxima in the range 242–356 nm and emission bands between 432 and 501 nm. The photophysical behaviors of the piperazinophanes and their binding properties for 7,7,8,8-tetracyanoquinodimethane, ethylene-1,1,2,2-tetracarbonitrile, and paraquat were examined.

Supporting Information