Triazine-Based Highly Stable AADD-Type Self-Complementary Quadruple Hydrogen-Bonded Systems Devoid of Prototropy

Sanjeev Kheria; Suresh Rayavarapu; Amol S Kotmale; Rajesh G Gonnade; Gangadhar J Sanjayan

doi:10.1002/chem.201605208

Triazine-Based Highly Stable AADD-Type Self-Complementary Quadruple Hydrogen-Bonded Systems Devoid of Prototropy

Chemistry. 2017 Jan 18;23(4):783-787. doi: 10.1002/chem.201605208. Epub 2016 Dec 12.

Authors

Sanjeev Kheria¹, Suresh Rayavarapu¹, Amol S Kotmale², Rajesh G Gonnade³, Gangadhar J Sanjayan¹

Affiliations

¹ Organic Chemistry Division, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune, 411008, India.
² Central NMR Facility, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune, 411008, India.
³ Centre for Materials Characterization, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune-, 411008, India.

PMID: 27862470
DOI: 10.1002/chem.201605208

Abstract

A new class of 1,3,5-triazine-based quadruple hydrogen-bonded system featuring AADD-type self-complementary arrays has been developed and characterized. This system forms highly stable molecular duplex in non-polar solvent (K_dim >1.9×10⁷ m^-1 in CDCl₃ ) without prototropy-related issues, raising its prospects for application in supramolecular polymer science.

Keywords: dimerization; prototropy; quadruple hydrogen bonding; self-assembly; triazines.