메뉴 건너뛰기




Volumn 120, Issue 47, 1998, Pages 12226-12231

Complexation of fullerenes with bis-calix[n]arenes synthesized by tandem Claisen rearrangement

Author keywords

[No Author keywords available]

Indexed keywords

ALKYLATION; CHEMICAL BONDS; COMPLEXATION; ETHERS; MOLECULAR STRUCTURE; OLEFINS; SYNTHESIS (CHEMICAL);

EID: 0032477314     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja981530m     Document Type: Article
Times cited : (74)

References (53)
  • 2
    • 84971058920 scopus 로고
    • Claisen, L. Ber. Dtsch. Chem. Ges. 1912, 45, 3157; Tarbel, D. S. Org. React. 1944, 2, 1.; Rhoads, S. J.; Paulins, N. R. Org. React. 1975, 22, 1.; Allen, C. F; Gates, J. W., Jr. Org. Synth. 1955, III, 418.
    • (1912) Ber. Dtsch. Chem. Ges. , vol.45 , pp. 3157
    • Claisen, L.1
  • 3
    • 84971058920 scopus 로고
    • Claisen, L. Ber. Dtsch. Chem. Ges. 1912, 45, 3157; Tarbel, D. S. Org. React. 1944, 2, 1.; Rhoads, S. J.; Paulins, N. R. Org. React. 1975, 22, 1.; Allen, C. F; Gates, J. W., Jr. Org. Synth. 1955, III, 418.
    • (1944) Org. React. , vol.2 , pp. 1
    • Tarbel, D.S.1
  • 4
    • 84971058920 scopus 로고
    • Claisen, L. Ber. Dtsch. Chem. Ges. 1912, 45, 3157; Tarbel, D. S. Org. React. 1944, 2, 1.; Rhoads, S. J.; Paulins, N. R. Org. React. 1975, 22, 1.; Allen, C. F; Gates, J. W., Jr. Org. Synth. 1955, III, 418.
    • (1975) Org. React. , vol.22 , pp. 1
    • Rhoads, S.J.1    Paulins, N.R.2
  • 5
    • 84971058920 scopus 로고
    • Claisen, L. Ber. Dtsch. Chem. Ges. 1912, 45, 3157; Tarbel, D. S. Org. React. 1944, 2, 1.; Rhoads, S. J.; Paulins, N. R. Org. React. 1975, 22, 1.; Allen, C. F; Gates, J. W., Jr. Org. Synth. 1955, III, 418.
    • (1955) Org. Synth. , vol.3 , pp. 418
    • Allen, C.F.1    Gates Jr., J.W.2
  • 7
    • 0001701472 scopus 로고
    • Thyagarajan, B. S.; Balasubramanian, K. K.; Rao, R. B. Chem. Ind. (London), 1967, 401; Weiss, F.; Isard, A. Bull. Soc. Chim. Fr. 1967, 2033.
    • (1967) Bull. Soc. Chim. Fr. , pp. 2033
    • Weiss, F.1    Isard, A.2
  • 11
    • 0003277099 scopus 로고    scopus 로고
    • Calixarenes Revisited
    • Stoddart, J. F., Ed.; Royal Society of Chemistry, London
    • For reviews, cf. (a) Gutsche, C. D. Calixarenes Revisited. In Monographs in Supramolecular Chemistry; Stoddart, J. F., Ed.; Royal Society of Chemistry, London, 1998. (b) Böhmer, V. Calixarenes, Macrocycles with (Almost) Unlimited Possibilties. Angew. Chem., Int. Ed. Engl. 1995, 34, 713-745. (c) Gutsche, C. D. Calixarenes Aldrichimica Acta 1995, 28, 3-9. (d) Calixarenes, A Versatile Class of Macrocyclic Compounds. Vicens, J.; Böhmer, V., Eds; Kluwer: Dordrecht, 1991. (e) Gutsche, C. D. Calixarenes. In Monographs in Supramolecular Chemistry; Stoddart, J. F., Ed.; Royal Society of Chemistry: London, 1989.
    • (1998) Monographs in Supramolecular Chemistry
    • Gutsche, C.D.1
  • 12
    • 33748539998 scopus 로고
    • Calixarenes, Macrocycles with (Almost) Unlimited Possibilties
    • For reviews, cf. (a) Gutsche, C. D. Calixarenes Revisited. In Monographs in Supramolecular Chemistry; Stoddart, J. F., Ed.; Royal Society of Chemistry, London, 1998. (b) Böhmer, V. Calixarenes, Macrocycles with (Almost) Unlimited Possibilties. Angew. Chem., Int. Ed. Engl. 1995, 34, 713-745. (c) Gutsche, C. D. Calixarenes Aldrichimica Acta 1995, 28, 3-9. (d) Calixarenes, A Versatile Class of Macrocyclic Compounds. Vicens, J.; Böhmer, V., Eds; Kluwer: Dordrecht, 1991. (e) Gutsche, C. D. Calixarenes. In Monographs in Supramolecular Chemistry; Stoddart, J. F., Ed.; Royal Society of Chemistry: London, 1989.
    • (1995) Angew. Chem., Int. Ed. Engl. , vol.34 , pp. 713-745
    • Böhmer, V.1
  • 13
    • 11944249769 scopus 로고
    • For reviews, cf. (a) Gutsche, C. D. Calixarenes Revisited. In Monographs in Supramolecular Chemistry; Stoddart, J. F., Ed.; Royal Society of Chemistry, London, 1998. (b) Böhmer, V. Calixarenes, Macrocycles with (Almost) Unlimited Possibilties. Angew. Chem., Int. Ed. Engl. 1995, 34, 713-745. (c) Gutsche, C. D. Calixarenes Aldrichimica Acta 1995, 28, 3-9. (d) Calixarenes, A Versatile Class of Macrocyclic Compounds. Vicens, J.; Böhmer, V., Eds; Kluwer: Dordrecht, 1991. (e) Gutsche, C. D. Calixarenes. In Monographs in Supramolecular Chemistry; Stoddart, J. F., Ed.; Royal Society of Chemistry: London, 1989.
    • (1995) Calixarenes Aldrichimica Acta , vol.28 , pp. 3-9
    • Gutsche, C.D.1
  • 14
    • 0003433022 scopus 로고
    • Kluwer: Dordrecht
    • For reviews, cf. (a) Gutsche, C. D. Calixarenes Revisited. In Monographs in Supramolecular Chemistry; Stoddart, J. F., Ed.; Royal Society of Chemistry, London, 1998. (b) Böhmer, V. Calixarenes, Macrocycles with (Almost) Unlimited Possibilties. Angew. Chem., Int. Ed. Engl. 1995, 34, 713-745. (c) Gutsche, C. D. Calixarenes Aldrichimica Acta 1995, 28, 3-9. (d) Calixarenes, A Versatile Class of Macrocyclic Compounds. Vicens, J.; Böhmer, V., Eds; Kluwer: Dordrecht, 1991. (e) Gutsche, C. D. Calixarenes. In Monographs in Supramolecular Chemistry; Stoddart, J. F., Ed.; Royal Society of Chemistry: London, 1989.
    • (1991) Calixarenes, a Versatile Class of Macrocyclic Compounds
    • Vicens, J.1    Böhmer, V.2
  • 15
    • 0000033877 scopus 로고
    • Calixarenes
    • Stoddart, J. F., Ed.; Royal Society of Chemistry: London
    • For reviews, cf. (a) Gutsche, C. D. Calixarenes Revisited. In Monographs in Supramolecular Chemistry; Stoddart, J. F., Ed.; Royal Society of Chemistry, London, 1998. (b) Böhmer, V. Calixarenes, Macrocycles with (Almost) Unlimited Possibilties. Angew. Chem., Int. Ed. Engl. 1995, 34, 713-745. (c) Gutsche, C. D. Calixarenes Aldrichimica Acta 1995, 28, 3-9. (d) Calixarenes, A Versatile Class of Macrocyclic Compounds. Vicens, J.; Böhmer, V., Eds; Kluwer: Dordrecht, 1991. (e) Gutsche, C. D. Calixarenes. In Monographs in Supramolecular Chemistry; Stoddart, J. F., Ed.; Royal Society of Chemistry: London, 1989.
    • (1989) Monographs in Supramolecular Chemistry
    • Gutsche, C.D.1
  • 17
    • 1642467782 scopus 로고
    • Gutsche, C. D.; Dhawan, B.; Levine, J. A.; No, K. H.; Bauer, L. J. Tetrahedron 1983, 39, 409; Kanamathareddy, S.; Gutsche, C. D. J. Org. Chem. 1992, 57, 3160.
    • (1992) J. Org. Chem. , vol.57 , pp. 3160
    • Kanamathareddy, S.1    Gutsche, C.D.2
  • 20
    • 0343630752 scopus 로고    scopus 로고
    • van Loon, J.-D.; Arduini, A.; Verboom, W.; Ungaro, R.; van Hummel, G. J.; Harkema, S.; Reihoudt, D. N. Tetrahedron Lett. 1989, 30, 2681; van Loon, J.-D.; Arduini, A.; Coppi, L.; Verboom, W.; Pochini, A.; Ungaro, R.; Harkema, S.; Reihoudt, D. N. J. Org. Chem. 1990, 55, 5639; Sharma, S. K. Gutsche, C. D. J. Org. Chem. 1996, 61, 2564.
    • (1996) J. Org. Chem. , vol.61 , pp. 2564
    • Sharma, S.K.1    Gutsche, C.D.2
  • 22
    • 0001142320 scopus 로고
    • Gutsche, C. D.; Levine, J. A. J. Am. Chem. Soc., 1982, 104, 2652; Gutsche, C. D.; Lin, L.-G. Tetrahedron 1986, 42, 1633.
    • (1986) Tetrahedron , vol.42 , pp. 1633
    • Gutsche, C.D.1    Lin, L.-G.2
  • 23
    • 3743144328 scopus 로고    scopus 로고
    • unpublished Observations
    • Gibbs, C. G.; Gutsche, C. D., unpublished Observations. The yields obtained using this procedure are p-allylcalix[4]arene (99%), p-allylcalix-[5]arene (67%), p-allylcalix[6]arene (92%), p-allylcalix[8]arene (75%).
    • Gibbs, C.G.1    Gutsche, C.D.2
  • 25
    • 33748225738 scopus 로고
    • For reviews of fullerene complexation, cf. Constable, E. C. Angew. Chem., Int. Ed. Engl. 1994, 33, 2269. For a review of calixarenes as hosts to fullerenes, cf. Raston, C. L. Complexation of fullerenes. In Comprehensive Superamolecular Chemistry: Gokel, G. W. Ed.; 1996; Vol. 1, p 777.
    • (1994) Angew. Chem., Int. Ed. Engl. , vol.33 , pp. 2269
    • Constable, E.C.1
  • 26
    • 0001244141 scopus 로고    scopus 로고
    • Complexation of fullerenes
    • Gokel, G. W. Ed.
    • For reviews of fullerene complexation, cf. Constable, E. C. Angew. Chem., Int. Ed. Engl. 1994, 33, 2269. For a review of calixarenes as hosts to fullerenes, cf. Raston, C. L. Complexation of fullerenes. In Comprehensive Superamolecular Chemistry: Gokel, G. W. Ed.; 1996; Vol. 1, p 777.
    • (1996) Comprehensive Superamolecular Chemistry , vol.1 , pp. 777
    • Raston, C.L.1
  • 41
    • 0030961808 scopus 로고    scopus 로고
    • (a) Haino, T.; Yanase, M.; Fukazawa, Y. Angew. Chem., Int. Ed. Engl., 1997, 36, 259; Tetrahedron Lett. 1997, 38, 3739.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 3739
  • 45
    • 0006904390 scopus 로고
    • Eichhorn, D. M.; Yang, S.; Jarrell, W.; Baumann, T. F.; Beall, L. S.; White. A. P. J.; William, D. J.; Barrett, G. M.; Huffman, B. M. J. Chem. Soc., Chem. Commun. 1995, 1703; Chaing, L. Y.; Swirczewski, J. W.; Ling, K.; Millar. J. Chem. Lett. 1994, 981.
    • (1994) J. Chem. Lett. , pp. 981
    • Chaing, L.Y.1    Swirczewski, J.W.2    Ling, K.3    Millar4
  • 46
    • 0000284299 scopus 로고
    • Ermer, O. Helv. Chim. Acta 1991, 74, 1339; Ermer, O.; Robke, C. J. Am. Chem. Soc. 1993, 115, 10077.
    • (1991) Helv. Chim. Acta , vol.74 , pp. 1339
    • Ermer, O.1
  • 53
    • 3743122154 scopus 로고    scopus 로고
    • note
    • 13C NMR spectra were recorded on a Varian XL-300 spectrometer at 300 and 75 MHz, respectively. Analytical samples were dried in a drying pistol under vauum for at least 36 h. Microanalyses were performed by Desert laboratories, Tucson, AZ. Thin-layer chromatography (TLC) was carried out on Analtech silica gel plates (absorbant thickness 250 mm) containing a fluorescent indicator. Column chromatography was carried out with J. T. Baker silica gel no. JT7042-2 (40-64 mm particles) on columns filled to a height of ca. 6 in. Elution rates were 2 in. min. Mass spectral determinations were carried out by the Mass Spectrometry Resource Center of Washington University, St. Louis, MO, partially supported by NIH Grant RR00954.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.