Aggregation of amphiphilic aminomethylated calix[4]resorcinarenes and the nonionic surfactant Triton-X-100 in organic solvents

Russian Chemical Bulletin

Volumn 53, Issue 7, 2004, Pages 1528-1535

  Ryzhkina, I S ^a   Enikeev, K M ^a   Timosheva, A P ^a   Pashirova, T N ^a   Lukashenko, S S ^a   Kudryavtseva, L A ^a   Konovalov, A I ^a  

^a A E ARBUZOV INSTITUTE OF ORGANIC AND PHYSICAL CHEMISTRY   (Russian Federation)

Author keywords

aggregation; aminomethylated calix 4 resorcinarene; amphiphilic compounds; chloroform; critical micelle concentrations; inter and intramolecular interactions; intermolecular associates; micellization; mixed micelles; nonionic surfactant Triton X 100

Indexed keywords

AMPHOPHILE; CARBENOID; CHLOROFORM; DIOXANE; OCTOXINOL; ORGANIC SOLVENT; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; PROTON;

ARTICLE; HYDROPHOBICITY; MOLECULAR INTERACTION; NUCLEAR OVERHAUSER EFFECT; PROTON NUCLEAR MAGNETIC RESONANCE; STRUCTURE ANALYSIS;

EID: 7244234391     PISSN: 10665285     EISSN: None     Source Type: Journal    
DOI: 10.1023/B:RUCB.0000046251.79799.5e     Document Type: Article

References (48)

1. Calixarenes 2001, Eds. Z. Asfari, V. Bohmer, J. Harrowfield, and J. Vicens, Kluwer Academic Publishers, Dordrecht - Boston - London, 2001, 683.
2. J. Cram and J. M. Cram, Container Molecules and Their Guests, Monographs in Supramolecular Chemistry, UK, 1994, 192.
3. L. R. McGillivray and J. Atwood, J. Am. Chem. Soc., 1997, 119, 6931.
4. Calixarenes in Action, Eds. L. Mandolini and R. Ungaro, Imperial College Press, London, 2000, 271.
5. D. M. Rudkevich, in Calixarenes 2001, Eds. Z. Asfari, V. Bohmer, J. Harrowfield, and J. Vicens, Kluwer Academic Publishers, Dordrecht-Boston-London, 2001, p. 155.
6. C. Naumann and J. C. Sherman, in Calixarenes 2001, Eds. Z. Asfari, V. Bohmer, J. Harrowfield, and J. Vicens, Kluwer Academic Publishers, Dordrecht - Boston - London, 2001, p. 199.
7. O. Pietraszkiewicz and M. Pietraszkiewicz, J. Incl. Phenom. Mol. Chem., 1999, 35, 261.
8. T. Borowiak, M. Maczynski, O. Pietraszkiewicz, and M. Pietraszkiewicz, J. Incl. Phenom. Mol. Chem., 1999, 35, 131.
9. E. Dalcanale, P. Soncini, G. Bacchilega, and F. Ugozzoli, J. Chem. Soc., Chem. Commun., 1989, No. 8, 500.
10. Xuan Gui and J. C. Sherman, Chem. Commun., 2001, 2680.
11. E. U. T. van Velzen, J. F. J. Engbersen, and D. N. Reinhoudt, Synthesis, 1995, No. 8, 989.
12. E. U. T. van Velzen, J. F. J. Engbersen, P. J. de Lange, J. W. G. Mahy, and D. N. Reinhoudt, J. Am. Chem. Soc., 1995, 117, 6853.
13. H. Adams, F. Davis, and C. J. M. Stirling, J. Chem. Soc., Chem. Commun., 1994, No. 21, 2527.
14. F. Davis and C. J. M. Stirling, J. Am. Chem. Soc., 1995, 117, 10385.
15. Y. Aoyama, Y. Tanaka, H. Toi, and H. Ogoshi, J. Am. Chem. Soc., 1988, 110, 634.
16. K. Kobayashi, Y. Asakawa, Y. Kato, and Y. Aoyama, J. Am. Chem. Soc., 1992, 114, 10307.
17. I. S. Ryzhkina, Ya. A. Babkina, S. S. Lukashenko, K. M. Enikeev, L. A. Kudryavtseva, and A. I. Konovalov, Izv. Akad. Nauk, Ser. Khim., 2002, 2026 [Russ. Chem. Bull., Int. Ed., 2002, 51, 2183].
18. I. S. Ryzhkina, Ya. A. Babkina, S. S. Lukashenko, K. M. Enikeev, L. A. Kudryavtseva, and A. I. Konovalov, Izv. Akad. Nauk, Ser. Khim., 2002, 2026 [Russ. Chem. Bull., Int. Ed., 2002, 51, 2183].
19. I. S. Ryzhkina, L. A. Kudryavtseva, A. R. Burilov, E. Kh. Kazakova, and A. I. Konovalov, Izv. Akad. Nauk, Ser. Khim., 1998, 269 [Russ. Chem. Bull., 1998, 47, 275 (Engl. Transl.)].
20. I. S. Ryzhkina, L. A. Kudryavtseva, A. R. Burilov, E. Kh. Kazakova, and A. I. Konovalov, Izv. Akad. Nauk, Ser. Khim., 1998, 269 [Russ. Chem. Bull., 1998, 47, 275 (Engl. Transl.)].
21. I. S. Ryzhkina, L. A. Kudryavtseva, E. Kh. Kazakova, A. R. Burilov, and A. I. Konovalov, Mendeleev Commun., 1997, 88.
22. I. S. Ryzhkina, L. A. Kudryavtseva, Ya. A. Babkina, K. M. Enikeev, M. A. Pudovik, and A. I. Konovalov, Izv. Akad. Nauk, Ser. Khim., 2000, 1361 [Russ. Chem. Bull., Int. Ed., 2000, 49, 1355].
23. I. S. Ryzhkina, L. A. Kudryavtseva, Ya. A. Babkina, K. M. Enikeev, M. A. Pudovik, and A. I. Konovalov, Izv. Akad. Nauk, Ser. Khim., 2000, 1361 [Russ. Chem. Bull., Int. Ed., 2000, 49, 1355].
24. E. P. Zhil'tsova, A. P. Timosheva, R. A. Shagidullina, A. R. Mustafina, L. A. Kudryavtseva, V. E. Kataev, E. Kh. Kazakova, V. F. Nikolaev, and A. I. Konovalov, Zh. Obshch. Khim., 2001, 71, 419 [Russ. J. Gen. Chem., 2001, 71 (Engl. Transl.)].
25. E. P. Zhil'tsova, A. P. Timosheva, R. A. Shagidullina, A. R. Mustafina, L. A. Kudryavtseva, V. E. Kataev, E. Kh. Kazakova, V. F. Nikolaev, and A. I. Konovalov, Zh. Obshch. Khim., 2001, 71, 419 [Russ. J. Gen. Chem., 2001, 71 (Engl. Transl.)].
26. H. Z. Yuan, S. Zhao, G. Z. Cheng, L. Zhang, X. J. Miao, S. Z. Mao, J. Y. Yu, L. F. Shen, and Y. R. Du, J. Phys. Chem. B, 2001, 105, 4611.
27. H. Z. Yuan, G. Z. Cheng, S. Zhao, X. J. Miao, J. Y. Yu, L. F. Shen, and Y. R. Du, Langmuir, 2000, 16, 3030.
28. A. Harada, H. Okumura, M. Okada, S. Suzuki, and M. Kamachi, Chem. Letters, 2000, 548.
29. A. Shivanyuk and J. Rebek Jr., Chem. Commun., 2001, 2424.
30. A. Shivanyuk and J. Rebek Jr., Chem. Commun., 2001, 2374.
31. A. Liat and Y. Cohen, J. Am. Chem. Soc., 2002, 124, 15148.
32. L. M. Tunstad, J. A. Tucker, E. Dalcanale, J. Wieser, J. A. Byant, J. C. Sherman, R. C. Helgeson, C. B. Knober, and D. J. Cram, J. Org. Chem., 1989, 54, 1305.
33. Y. Matsuskita and T. Matsui, Tetrahedron Lett., 1993, 34, 7433.
34. R. Arnecke, V. Bohmer, E. Paulus, and W. Vogt, J. Am. Chem. Soc., 1995, 117, 3286.
35. A. J. Gordon and R. A. Ford, The Chemist's Companion. A Handbook of Practical Data, Techniques, and References, J. Wiley and Sons, New York - London - Sydney - Toronto, 1972.
36. E. N. Gur'yanova, I. P. Gol'dshtein, and I. P. Romm, Donorno- aktseptornaya svyaz [Donor - Acceptor Bonding]', Khimiya, Moscow, 1973, 156 pp. (in Russian).
37. Micellization, Solubilization, Microemulsions, Ed. K. L. Mittal, Plenum Press, New York, 1977.
38. B. D. Summ and N. I. Ivanova, Usp. Khim., 2000, 69, 995 [Russ. Chem. Rev., 2000, 69 (Engl. Transl.)].
39. B. D. Summ and N. I. Ivanova, Usp. Khim., 2000, 69, 995 [Russ. Chem. Rev., 2000, 69 (Engl. Transl.)].
40. F. Oehme, Dielektrische Messmethoden zur quantitativen Analyse und für chemische Strukturbestimmungen, Verlag Chemie GmbH, Wehiheim-Bergstr.
41. A. M. Chekmarev, V. Kim, O. A. Sinegribova, N. V. Bukar', and E. I. Chibrikina, Kolloidn. Zh., 1997, 59, 548 [Colloid J., 1997, 59 (Engl. Transl.)].
42. A. M. Chekmarev, V. Kim, O. A. Sinegribova, N. V. Bukar', and E. I. Chibrikina, Kolloidn. Zh., 1997, 59, 548 [Colloid J., 1997, 59 (Engl. Transl.)].
43. A. I. Serdyuk, V. I. Podmarkov, R. V. Kucher, and L. V. Luk'yanenko, Dokl. Akad. Nauk SSSR, 1985, 284, 1430 [Dokl. Chem., 1985, 284 (Engl. Transl.)].
44. A. I. Serdyuk, V. I. Podmarkov, R. V. Kucher, and L. V. Luk'yanenko, Dokl. Akad. Nauk SSSR, 1985, 284, 1430 [Dokl. Chem., 1985, 284 (Engl. Transl.)].
45. V. I. Minkin, O. A. Osipov, and Yu. A. Zhdanov, Dipol'nye momenty v organicheskoi khimii [Dipole Moments in Organic Chemistry], Khimiya, Leningrad, 1988, 246 pp. (in Russian).
46. J. E. Gordon, The Organic Chemistry of Electrolyte Solutions, J. Wiley and Sons, New York - London - Sydney - Toronto, 1975.
47. A. T. Gubaidullin, I. L. Nikolaeva, D. I. Kharitonov, I. A. Litvinov, N. I. Bashmakova, A. R. Burilov, M. A. Pudovik, and A. I. Konovalov, Zh. Obshch. Khim., 2002, 72, 289 [Russ. J. Gen. Chem., 2002, 72].
48. A. T. Gubaidullin, I. L. Nikolaeva, D. I. Kharitonov, I. A. Litvinov, N. I. Bashmakova, A. R. Burilov, M. A. Pudovik, and A. I. Konovalov, Zh. Obshch. Khim., 2002, 72, 289 [Russ. J. Gen. Chem., 2002, 72].