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Volumn 73, Issue 7, 2008, Pages 2760-2767

Mono-, bis-, and tris(crown ether)s assembled around 1,3,5-triaroylbenzene scaffolds

Author keywords

[No Author keywords available]

Indexed keywords

CALORIMETRY; ETHERS; PARAMETER ESTIMATION; STOICHIOMETRY; SUBSTITUTION REACTIONS; TITRATION;

EID: 41649090225     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo7026867     Document Type: Article
Times cited : (15)

References (70)
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    • Selected examples: (a) Bourgoin, M.; Wong, K. H.; Hui, J. Y.; Smid, J. J. Am. Chem. Soc. 1975, 97, 3462.
    • Selected examples: (a) Bourgoin, M.; Wong, K. H.; Hui, J. Y.; Smid, J. J. Am. Chem. Soc. 1975, 97, 3462.
  • 21
    • 0000896542 scopus 로고    scopus 로고
    • This method is predicated upon mechanistic studies of the cyclotrimerization reaction reported by Iwamura: Matsuda, K, Nakamura, N, Takahashi, K, Inoue, K, Koga, N, Iwamura, H. J. Am. Chem. Soc. 1995, 177, 5550
    • This method is predicated upon mechanistic studies of the cyclotrimerization reaction reported by Iwamura: Matsuda, K.; Nakamura, N.; Takahashi, K.; Inoue, K.; Koga, N.; Iwamura, H. J. Am. Chem. Soc. 1995, 177, 5550.
  • 22
    • 41649112393 scopus 로고    scopus 로고
    • We have observed formation of intractable tars (presumably polymeric in nature) along with desired TAB's in the course of cross-cyclotrimerizations involving enaminones and aryl ethynyl ketones see refs 8-10
    • We have observed formation of intractable tars (presumably polymeric in nature) along with desired TAB's in the course of cross-cyclotrimerizations involving enaminones and aryl ethynyl ketones (see refs 8-10).
  • 28
    • 35148901221 scopus 로고    scopus 로고
    • For other examples of tris(crown ether)s, see: a
    • For other examples of tris(crown ether)s, see: (a) Huang, Z. B.; Kim, S. H.; Chang, S. H. Bull. Korean Chem Soc. 2006, 27, 893.
    • (2006) Bull. Korean Chem Soc , vol.27 , pp. 893
    • Huang, Z.B.1    Kim, S.H.2    Chang, S.H.3
  • 42
    • 41649111777 scopus 로고    scopus 로고
    • Solid-state structural data may prove helpful in elucidating the exact nature of the crown-alkali cation complexes discussed; however, attempts to obtain X-ray quality crystals of 4, 5, 8, and 9 along with their metalated derivatives have thus far been unsuccessful
    • Solid-state structural data may prove helpful in elucidating the exact nature of the crown-alkali cation complexes discussed; however, attempts to obtain X-ray quality crystals of 4, 5, 8, and 9 along with their metalated derivatives have thus far been unsuccessful.
  • 44
    • 1542582866 scopus 로고    scopus 로고
    • Stepwise association constants were not determined. Instead, the log K values shown in Table 2 reflect an average of all binding events. Values obtained for tris(crown)s 4 and 5 are similar to association constants reported for simpler benzo(crown ether)s and alkali cations. For a compilation of binding data, see: Izatt, R. M.; Pawlak, K.; Bradshaw, J. S.; Bruening, R. L. Chem. Rev. 1991, 91, 1721.
    • Stepwise association constants were not determined. Instead, the log K values shown in Table 2 reflect an average of all binding events. Values obtained for tris(crown)s 4 and 5 are similar to association constants reported for simpler benzo(crown ether)s and alkali cations. For a compilation of binding data, see: Izatt, R. M.; Pawlak, K.; Bradshaw, J. S.; Bruening, R. L. Chem. Rev. 1991, 91, 1721.
  • 55
    • 0000379940 scopus 로고    scopus 로고
    • Related stacked poly(crown ether) assemblies mediated by multiple bridging metal cations have been observed in other systems: (a) Thanabal, V.; Krishnan, V. J. Am. Chem. Soc. 1982, 104, 3643.
    • Related stacked poly(crown ether) assemblies mediated by multiple bridging metal cations have been observed in other systems: (a) Thanabal, V.; Krishnan, V. J. Am. Chem. Soc. 1982, 104, 3643.
  • 60
    • 41649119434 scopus 로고    scopus 로고
    • + by the benzo(18-C-6) series of compounds (5, 11, 13) does not show any enhancement as a function of multiple crown ether substituents.
    • + by the benzo(18-C-6) series of compounds (5, 11, 13) does not show any enhancement as a function of multiple crown ether substituents.
  • 62
    • 32244448975 scopus 로고    scopus 로고
    • Selected examples of supramolecular materials fashioned from substituted crown ethers: (a) Badjić, J. D.; Ronconi, C. M.; Stoddart, J. F.; Balzani, V.; Silvi, S.; Credi, A. J. Am. Chem. Soc. 2006, 128, 1489.
    • Selected examples of supramolecular materials fashioned from substituted crown ethers: (a) Badjić, J. D.; Ronconi, C. M.; Stoddart, J. F.; Balzani, V.; Silvi, S.; Credi, A. J. Am. Chem. Soc. 2006, 128, 1489.
  • 69
    • 41649118075 scopus 로고    scopus 로고
    • For general experimental details, see the Supporting Information
    • For general experimental details, see the Supporting Information.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.