Determination of the kinetics underlying the pKa shift for the 2-aminoanthracenium cation binding with cucurbit[7]uril

Faraday Discussions

Volumn 185, Issue , 2015, Pages 381-398

  Thomas, Suma S ^a   Bohne, Cornelia ^a  

^a UNIVERSITY OF VICTORIA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

2-ANTHRAMINE; AMINE; ANTHRACENE DERIVATIVE; BRIDGED COMPOUND; CATION; CUCURBIT(7)URIL; IMIDAZOLE DERIVATIVE;

CHEMICAL STRUCTURE; CHEMISTRY; KINETICS; PH;

AMINES; ANTHRACENES; BRIDGED COMPOUNDS; CATIONS; HYDROGEN-ION CONCENTRATION; IMIDAZOLES; KINETICS; MOLECULAR STRUCTURE;

EID: 84952309148     PISSN: 13596640     EISSN: 13645498     Source Type: Journal    
DOI: 10.1039/c5fd00095e     Document Type: Article

References (56)

1. J. W. Lee S. Samal N. Selvapalam H.-J. Kim K. Kim Acc. Chem. Res. 2003 36 621 630
2. J. Lagona P. Mukhopadhyay S. Chakrabarti L. Isaacs Angew. Chem., Int. Ed. 2005 44 4844 4870
3. L. Isaacs Acc. Chem. Res. 2014 47 2052 2062
4. R. N. Dsouza U. Pischel W. M. Nau Chem. Rev. 2011 111 7941 7980
5. Y. H. Ko I. Hwang D.-W. Lee K. Kim Isr. J. Chem. 2011 51 506 514
6. W. M. Nau M. Florea K. I. Assaf Isr. J. Chem. 2011 51 559 577
7. E. Masson X. Ling R. Joseph L. Kyeremeh-Mensah X. Lu RSC Adv. 2012 2 1213 1247
8. C. Bohne Chem. Soc. Rev. 2014 43 4037 4050
9. N. Vallavoju J. Sivaguru Chem. Soc. Rev. 2014 43 4084 4101
10. W. L. Mock N. Y. Shih J. Org. Chem. 1986 51 4440 4446
11. G. Parvari O. Reany E. Keinan Isr. J. Chem. 2011 51 646 663
12. B. C. Pemberton R. Raghunathan S. Volla J. Sivaguru Chem.-Eur. J. 2012 18 12178 12190
13. K. I. Assaf W. M. Nau Chem. Soc. Rev. 2015 44 394 418
14. K. Kim N. Selvapalam Y. H. Ko K. M. Park D. Kim J. Kim Chem. Soc. Rev. 2007 36 267 279
15. D. H. Macartney Isr. J. Chem. 2011 51 600 615
16. S. Walker R. Oun F. J. McInnes N. J. Wheate Isr. J. Chem. 2011 51 616 624
17. I. Ghosh W. M. Nau Adv. Drug Delivery Rev. 2012 64 764 783
18. S. Liu C. Ruspic P. Mukhopadhyay S. Chakrabarti P. Y. Zavalij L. Isaacs J. Am. Chem. Soc. 2005 127 15959 15967
19. W. Jiang Q. Wang I. Linder F. Klautzsch C. A. Schalley Chem.-Eur. J. 2011 17 2344 2348
20. G. Ghale W. M. Nau Acc. Chem. Res. 2014 47 2150 2159
21. H. Yang B. Yuan X. Zhang O. A. Scherman Acc. Chem. Res. 2014 47 2106 2115
22. A. Hennig H. Bakirci W. M. Nau Nat. Methods 2007 4 629 632
23. R. N. Dsouza A. Hennig W. M. Nau Chem.-Eur. J. 2012 18 3444 3459
24. E. A. Appel J. del Barrio X. J. Loh O. A. Scherman Chem. Soc. Rev. 2012 41 6195 6214
25. J. del Barrio P. N. Horton D. Lairez G. O. Lloyd C. Toprakcioglu O. A. Scherman J. Am. Chem. Soc. 2013 135 11760 11763
26. W. L. Mock N. Y. Shih J. Am. Chem. Soc. 1989 111 2697 2699
27. R. Hoffmann W. Knoche C. Fenn H.-J. Buschmann J. Chem. Soc., Faraday Trans. 1994 1507 1511
28. W. L. Mock Top. Curr. Chem. 1995 175 1 24
29. R. Neugebauer W. Knoche J. Chem. Soc., Perkin Trans. 2 1998 529 534
30. C. Marquez W. M. Nau Angew. Chem., Int. Ed. 2001 40 3155 3160
31. C. Márquez R. R. Hudgins W. M. Nau J. Am. Chem. Soc. 2004 126 5806 5816
32. H. Tang D. Fuentealba Y. H. Ko N. Selvapalam K. Kim C. Bohne J. Am. Chem. Soc. 2011 133 20623 20633
33. Z. Miskolczy L. Biczók Phys. Chem. Chem. Phys. 2014 16 20147 20156
34. Z. Miskolczy L. Biczók J. Phys. Chem. B 2014 118 2499 2505
35. Z. Miskolczy J. G. Harangozó L. Biczók V. Wintgens C. Lorthioir C. Amiel Photochem. Photobiol. Sci. 2014 13 499 508
36. W. L. Mock J. Pierpont J. Chem. Soc., Chem. Commun. 1990 1509 1511
37. N. Barooah J. Mohanty H. Pal A. C. Bhasikuttan Proc. Natl. Acad. Sci., India, Sect. A 2014 84 1 17
38. R. Wang L. Yuan D. H. Macartney Chem. Commun. 2005 5867 5869
39. C. Klöck R. N. Dsouza W. M. Nau Org. Lett. 2009 11 2595 2598
40. N. Basilio L. García-Río J. A. Moreira M. Pessêgo J. Org. Chem. 2010 75 848 855
41. S. G. Schulman P. J. Kovi G. Torosian H. McVeigh D. Carter J. Pharm. Sci. 1973 62 1823 1826
42. E. Vander Donckt G. Porter Trans. Faraday Soc. 1968 64 3218 3223
43. K. Rotkiewicz Z. R. Grabowski Trans. Faraday Soc. 1969 65 3263 3278
44. A. Day A. P. Arnold R. J. Blanch B. Snushall J. Org. Chem. 2001 66 8094 8100
45. J. Kim I.-S. Jung S.-Y. Kim E. Lee J.-K. Kang S. Sakamoto K. Yamaguchi K. Kim J. Am. Chem. Soc. 2000 122 540 541
46. C. Marquez F. Huang W. M. Nau IEEE Trans. Nanobiosci. 2004 3 39 45
47. S. Yi A. E. Kaifer J. Org. Chem. 2011 76 10275 10278
48. C. Bohne, R. W. Redmond and J. C. Scaiano, in Photochemistry in Organized and Constrained Media, ed., V. Ramamurthy, VCH Publishers, New York, 1991, pp. 79-132
49. R. Behrend E. Meyer F. Rusche Justus Liebigs Ann. Chem. 1905 339 1 37
50. H.-J. Buschmann E. Cleve E. Schollmeyer Inorg. Chim. Acta 1992 193 93 97
51. Y.-M. Jeon J. Kim D. Whang K. Kim J. Am. Chem. Soc. 1996 118 9790 9791
52. C. Bohne, in Supramolecular Photochemistry: Controlling Photochemical Processes, ed., V. Ramamurthy, and, Y. Inoue, John Wiley & Sons, Singapore, 2011, pp. 1-51
53. N. Nijegorodov R. Mabbs D. P. Winkoun Spectrochim. Acta, Part A 2003 59 595 606
54. C. F. Bernasconi, Relaxation Kinetics, Academic Press, Inc., New York, 1976
55. M. Eigen Angew. Chem., Int. Ed. Engl. 1964 3 1 19
56. N. Basílio C. A. T. Laia F. Pina J. Phys. Chem. B 2015 119 2749 2757