Journal
ROYAL SOCIETY OPEN SCIENCE
Volume 9, Issue 11, Pages -Publisher
ROYAL SOC
DOI: 10.1098/rsos.220603
Keywords
triazine derivatives; self-assembly; molecular duplexes; CH...O interactions; O interactions; supramolecular synthons
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Funding
- Higher Education Commission (HEC), Govt. of Pakistan
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Synthetic s-triazine derivatives have been synthesized through nucleophilic substitution reactions and characterized for their solid-state structures. The compounds exhibit intriguing molecular duplexes driven by hydrogen bonds, which could have potential applications in supramolecular chemistry and crystal engineering.
Synthetic supramolecular structures constructed through the cooperative action of numerous non-covalent forces are highly desirable as models to unravel and understand the complexity of systems created in nature via self-assembly. Taking advantage of the low cost of 2,4,6-trichloro-1,3,5-triazine (cyanuric chloride) and the sequential nucleophilic substitution reactions with almost all types of nucleophiles, a series of six structurally related novel s-triazine derivatives 1-6 were synthesized and structurally characterized based on their physical, spectral and crystallographic data. The solid-state structures of all the six compounds showed intriguing and unique molecular duplexes featuring NH...N, CH...O and CH...pi interactions. Careful analysis of different geometric parameters of the involved H-bonds indicates that they are linear, significant and are therefore responsible for guiding the three-dimensional structure of these compounds in the solid state. The prevalence of sextuple hydrogen bond array-driven molecular duplexes and the possibility of structural modifications on the s-triazine ring render these novel triazine derivatives 1-6 attractive as a platform to create heteroduplex constructs and their subsequent utility in the field of supramolecular chemistry and crystal engineering.
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