title: Bis-(1-(2-aminoethyl)piperidino), (2-(2-aminoethyl)pyridino) and (1-(2-aminoethyl)pyrrolidino)-substituted dicyanoquinodimethanes: consequences of flexible ethylene spacers with heterocyclic moieties and amine functionalities.
abstract: Heterocyclic building blocks possessing ethylene spacer and amine functionality such as 1-(2-aminoethyl)piperidine (1,2-AEPi), 2-(2-aminoethyl)pyridine (2,2-AEPy) and 1-(2-aminoethyl)pyrrolidine (1,2-AEPr) were reacted with tetracyanoquinodimethane (TCNQ) to give disubstituted compounds namely bis-(1-(2-aminoethyl)piperidino)dicyanoquinodimethane (1), bis-(2-(2-aminoethyl)pyridino)dicyanoquinodimethane (2) and bis-(1-(2-aminoethyl)pyrrolidino)dicyanoquinodimethane (3). Utilization of 1,2-AEPi, 2,2-AEPy and 1,2-AEPr as disubstituents on TCNQ has resulted in interesting crystal structures. Inter- and intramolecular hydrogen-bond mediated and expanded supramolecular structures were observed in the lattices of the crystals. Strong fluorescence was observed in solids and solutions. (2) showed a strong second harmonic generation (SHG) whereas (1) and (3) were found to be SHG inactive. All compounds possess good thermal stabilities.
authors.affiliation: Department of Chemistry, Dr Harisingh Gour University, Sāgar, India.
authors.forename: P
authors.initials: P
authors.lastname: Raghavaiah
authors.affiliation: Department of Physics, University of Hyderabad, Hyderabad, India.
authors.forename: R
authors.initials: R
authors.lastname: Kuladeep
authors.affiliation: Department of Physics, University of Hyderabad, Hyderabad, India.
authors.forename: D
authors.initials: D
authors.lastname: Narayana Rao
authors.affiliation: Department of Chemistry, Birla Institute of Technology and Science, Pilani-Hyderabad Campus, Jawahar Nagar, Shameerpet, Hyderabad 500078, India.
authors.forename: A
authors.initials: A
authors.lastname: Jyothi Lakshmi
authors.affiliation: Department of Chemistry, University of Hyderabad, Hyderabad, India.
authors.forename: P
authors.initials: P
authors.lastname: Srujana
authors.affiliation: Department of Chemistry, Birla Institute of Technology and Science, Pilani-Hyderabad Campus, Jawahar Nagar, Shameerpet, Hyderabad 500078, India.
authors.forename: J
authors.initials: J
authors.lastname: Subbalakshmi
keywords: ethylene spacer; fluorescence; heterocyclic moieties; hydrogen bonding; supramolecular assemblies