Journal article
Noncentrosymmetric Packings Influenced by Electronic Properties of Products of Click Reactions
Crystal Growth & Design, Vol.14(3), pp.893-896
03/05/2014
DOI: 10.1021/cg4016542
PMCID: PMC3983149
PMID: 24803847
Abstract
Though 1,4-disubstituted 1,2,3-triazole rings have been utilized as electronic bridges in the solution phase, the use of a triazole ring to serve as an electronic bridge of small molecules in the crystalline state has been underdeveloped. Here two compounds with a central 1,4-disubstituted 1,2,3-triazole ring are synthesized to investigate the electronic bridging between terminal stilbazole and pyridine groups in the crystalline phase. The electronic properties of the molecules are characterized through solution phase UV–vis spectroscopy, single crystal X-ray diffractions, and density-of-state and gas-phase DFT calculations. We show that the electronic bridging behavior of a 1,4-disubstituted 1,2,3-triazole ring derived from a click reaction is maintained in the solid state by rare head-to-head (hh) packing in noncentrosymmetric crystal environments. Triazole rings derived from the click reactions are studied as electronic bridges in the organic solid state. We show that the electronic bridging behavior of a 1,4-disubstituted 1,2,3- triazole ring derived from a click reaction is maintained in the solid state by rare head-to-head (hh) packing in noncentrosymmetric crystal environments.
Details
- Title: Subtitle
- Noncentrosymmetric Packings Influenced by Electronic Properties of Products of Click Reactions
- Creators
- Rebecca C Laird - University of IowaNam P Nguyen - University of IowaSara F Rusch - University of IowaJonas Baltrusaitis - University of TwenteLeonard R MacGillivray - University of Iowa
- Resource Type
- Journal article
- Publication Details
- Crystal Growth & Design, Vol.14(3), pp.893-896
- Publisher
- American Chemical Society
- DOI
- 10.1021/cg4016542
- PMID
- 24803847
- PMCID
- PMC3983149
- ISSN
- 1528-7483
- eISSN
- 1528-7505
- Grant note
- DOI: 10.13039/100000001, name: National Science Foundation, award: DMR-1104650
- Language
- English
- Date published
- 03/05/2014
- Academic Unit
- Pharmaceutical Sciences and Experimental Therapeutics; Chemistry
- Record Identifier
- 9983985979902771
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