2001
DOI: 10.1039/b008694k
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Metal triggered fluorescence sensing of citrate using a synthetic receptor

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Cited by 95 publications
(48 citation statements)
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“…The presence of the three ethyl groups has been shown to impart a significant energetic preference (10-15 kJ⅐mol Ϫ1 ; refs. [44][45][46] for alternation about the aryl core, resulting in a preorganized 3-up, 3-down conformation for 4 that should prove much more effective and selective for binding smaller anions such as halides but will not undergo the kind of conformational change shown in Scheme 2 after anion binding.…”
Section: Resultsmentioning
confidence: 99%
“…The presence of the three ethyl groups has been shown to impart a significant energetic preference (10-15 kJ⅐mol Ϫ1 ; refs. [44][45][46] for alternation about the aryl core, resulting in a preorganized 3-up, 3-down conformation for 4 that should prove much more effective and selective for binding smaller anions such as halides but will not undergo the kind of conformational change shown in Scheme 2 after anion binding.…”
Section: Resultsmentioning
confidence: 99%
“…Low-resolution and high-resolution mass spectra were measured with Finnigan TSQ70 and VG Analytical ZAB2-E instruments, respectively. 1-{[(1,1-Dimethylethoxy)carbonyl]aminomethyl}-3,5-bis(aminomethyl)-2,4,6-triethylbenzene (8) and 1,3-bis{[(1,1-Dimethylethoxy)carbonyl]aminomethyl}-5-aminomethyl-2,4,6-triethylbenzene (11) were synthesized according to reference [16]. All other chemicals were purchased from Aldrich or Acros and used without further purification.…”
Section: Methodsmentioning
confidence: 99%
“…Sterically hindered amine or pyridine bases, whose conjugate acid pK a values in acetonitrile have been previously reported, were used in our studies to induce complex formation between our receptors and the enolates 13 and 14. Table 1 lists the enolates and organic bases (15)(16)(17)(18) used in the titrations with their conjugate acid pK a values in both water and acetonitrile. Figure 6 illustrates a UV/Vis titration study of 2-acetylcyclopentanone with organic bases in the presence of receptor 6-Cu(OTf) 2 .…”
Section: Synthesismentioning
confidence: 99%
“…2-(Bromomethyl-1,3,5-trimethylbenzene, 1,4-bis(bromomethyl)-2,3,5,6-tetramethylbenzene, 2,4-bis(bromomethyl)-1,3,5-trimethylbenzene and 1,3, 5-tris(bromomethyl)-2,4,6-trimethylbenzene (1,3,5-tris(bromomethyl)-2,4,6-triethylbenzene) were prepared according to the previously reported procedure. [24,25] NMR spectra were recorded at 297 K on a Varian Mercury AS 400 at 400 MHz ( 1 H), 100.56 MHz ( 13 C). Elemental analyses were carried out by the analytical service of Tubıtak with a Carlo Erba Strumentazione Model 1106 apparatus.…”
Section: Methodsmentioning
confidence: 99%