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. Issue 5 (16th September 2016)

• Record Type: Journal Article
• Authors: Raghavaiah, P.; Kuladeep, R.; Narayana Rao, D.; Jyothi Lakshmi, A.; Srujana, P.; Subbalakshmi, J.
• Is Part Of: Acta crystallographica. Volume 72:Issue 5(2016:Oct.)
• Page Start: 709
• Page End: 715
• Publication Date: 2016-09-16
• Subjects: ethylene spacer -- fluorescence -- heterocyclic moieties -- hydrogen bonding -- supramolecular assemblies
• DOI: 10.1107/S2052520616009537
• Languages: English
• ISSNs: 2052-5206

Abstract

Abstract : Synthesis and characterization of new functional molecular materials based on disubstituted tetracyanoquinodimethanes 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.