Synthesis and solid-state structures of a macrocyclic receptor based on the 2,6-bis(2-anilinoethynyl)pyridine scaffold†

نویسندگان

  • Jeffrey M. Engle
  • Pushpinder S. Singh
  • Chris L. Vonnegut
  • Lev N. Zakharov
  • Darren W. Johnson
  • Michael M. Haley
چکیده

CrystEngComm This journal is © The Royal Society of Chemistry 2014 Department of Chemistry & Biochemistry and Materials Science Institute, University of Oregon, Eugene, Oregon 97403-1253, USA. E-mail: [email protected], [email protected]; Fax: +1 541 346 0487; Tel: +1 541 346 0456, +1 541 346 1695 † Electronic supplementary information (ESI) available: Experimental details, spectroscopic data and X-ray analysis of receptor. CCDC 968267 & 968268. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/ccce42307g Fig. 1 Structures of valinomycin, a pota doubly protonated azacryptand binding an Cite this: CrystEngComm, 2014, 16, 3703

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Synthesis and solid-state structures of a macrocyclic receptor based on the 2,6-bis(2-anilinoethynyl)pyridine scaffold† †Electronic supplementary information (ESI) available: Experimental details, spectroscopic data and X-ray analysis of receptor. CCDC 968267 & 968268. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/ccce42307g Click here for additional data file. Click here for additional data file.

A fluorescent macrocyclic anion receptor based on the 2,6-bis(2-anilinoethynyl)pyridine scaffold has been synthesized to investigate the mechanism of fluorescence quenching in this class of compounds. X-ray crystallography reveals that the binding pocket of the receptor is a natural host to both H2O and HCl, accommodating either molecule in nearly identical environments. Our studies show that p...

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A series of sixteen bisphenylureas based on a 2,6-bis(2-anilinoethynyl)pyridine scaffold have been synthesized for use as potential anion sensors. Prior work with one of these receptors revealed a distinct fluorescence response in the presence of a suitable anion source with specificity towards chloride anion. This study demonstrates that the fluorescent properties of these receptors can be tun...

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Protonation activates anion binding and alters binding selectivity in new inherently fluorescent 2,6-bis(2-anilinoethynyl)pyridine bisureas.

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A series of chiral linear and macrocyclic bridged pyridines has been prepared starting from pyridine-2,6-dicarbonyl dichloride (2). The coupling of 1 with D-alanyl methyl ester gave 2,6-bis-D-alanyl pyridine methyl ester (3). Hydrazinolysis of 3 with hydrazine hydrate afforded bis-hydrazide 4. The latter was reacted with thiophene-2-carbaldehyde, phthalic anhydride or cyclohexanone to afford bi...

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تاریخ انتشار 2014