Organostannoxane-supported multiferrocenyl assemblies: Synthesis, novel supramolecular structures, and electrochemistry

Chemistry - A European Journal

Volumn 11, Issue 18, 2005, Pages 5437-5448

  Chandrasekhar, Vadapalli ^a   Gopal, Kandasamy ^a   Nagendran, Selvarajan ^a   Singh, Puja ^a   Steiner, Alexander ^b   Zacchini, Stefano ^b   Bickley, Jamie F ^b  

^a INDIAN INSTITUTE OF TECHNOLOGY KANPUR   (India)

^b UNIVERSITY OF LIVERPOOL   (United Kingdom)

Author keywords

Electrochemistry; Ferrocenyl derivatives; Hydrogen bonds; Organotin compounds; Supramolecular chemistry

Indexed keywords

CARBOXYLIC ACIDS; CHEMICAL ANALYSIS; DERIVATIVES; ELECTROCHEMISTRY; HYDROGEN BONDS; MOLECULAR STRUCTURE; OXIDATION; REDOX REACTIONS; SINGLE CRYSTALS; SUPRAMOLECULAR CHEMISTRY; SYNTHESIS (CHEMICAL); TIN COMPOUNDS; X RAY ANALYSIS;

ACIDIC PROTONS; FERROCENYL DERIVATIVES; ORGANOTIN COMPOUNDS; SOLID-STATE SYNTHESIS;

ORGANOMETALLICS;

EID: 24744445326     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/chem.200500316     Document Type: Article

References (88)

1. a) J. B. Flanagan, S. Margel, A. J. Bard, F. C. Anson, J. Am. Chem. Soc. 1978, 100, 4248-4253;
2. b) J. C. Medina, T. T. Goodnow, S. Bott, J. L. Atwood, A. E. Kaifer, G. W. Gokel, J. Chem. Soc. Chem. Commun. 1991, 290-292;
3. c) D. Astruc, Acc. Chem. Res. 1997, 30, 383-391;
4. d) C. Valério, J.-L. Fillaut, J. Ruiz, J. Guittard, J.-C. Blais, D. Astruc, J. Am. Chem. Soc. 1997, 119, 2588-2589;
5. e) F. Frehill, K. H. G. Schulte, C. P. Martin, L. Wang, S. Patel, J. A. Purton, J. G. Vos, P. Moriarty, Langmuir 2004, 20, 6421-6429;
6. f) P. A. Chase, R. J. M. K. Gebbink, G. van Koten, J. Organomet. Chem. 2004, 689, 4016-4054, and references therein.
7. a) A. J. Bard, Nature 1995, 374, 13;
8. b) K. Takada, D. J. Dýaz, H. D. Abruña, I. Cuadrado, C. Casado, B. Alonso, M. Morán, J. Losada, J. Am. Chem. Soc. 1997, 119, 10763-10773;
9. c) P. D. Beer, Acc. Chem. Res. 1998, 31, 71-80;
10. d) D. Astruc, Acc. Chem. Res. 2000, 33, 287-298;
11. e) S. Nlate, J. Ruiz, V. Sartor, R. Navarro, J.-C. Blais, D. Astruc, Chem. Eur. J. 2000, 6, 2544-2553.
12. a) I. Cuadrado, M. Morán, C. M. Casado, B. Alonso, F. Lobete, B. Garcýa, M. Ibisate J. Losada, Organometallics 1996, 15, 5278-5280;
13. b) I. Cuadrado, C. M. Casado, B. Alonso, M. Morán, J. Losada, V. Belsky, J. Am. Chem. Soc. 1997, 119, 7613-7614;
14. c) C. Valério, E. Alonso, J. Ruiz, J.-C. Blais, D. Astruc, Angew. Chem. 1999, 111, 1855-1859;
15. Angew. Chem. Int. Ed. 1999, 38, 1747-1751;
16. d) S. Nlate, J. Ruiz, J.-C. Blais, D. Astruc, Chem. Commun. 2000, 417-418;
17. e) C. O. Turrin, J. Chiffre, D. de Montauzon, J. C. Daran, A.-M. Caminade, E. Manoury, G. Balavoine J. P. Majoral, Macromolecules 2000, 33, 7328-7336;
18. f) C. O. Turrin, J. Chiffre, J. C. Daran, D. de -Montauzon, A.-M. Caminade, E. Manoury, G. Balavoine J. P. Majoral, Tetrahedron 2001, 57, 2521-2536.
19. a) V. Chandrasekhar, S. Nagendran, S. Bansal, M. A. Kozee, D. R. Powell, Angew. Chem. 2000, 112, 1903-1905;
20. Angew. Chem. Int. Ed. 2000, 39, 1833-1835;
21. b) V. Chandrasekhar, S. Nagendran, S. Bansal, A. W. Cordes, A. Vij, Organometallics 2002, 21, 3297-3300;
22. c) V. Chandrasekhar, G. T. S. Andavan, S. Nagendran, V. Krishnan, R. Azhakar, R. J. Butcher, Organometallics 2003, 22, 976-986.
23. a) P. Jutzi, C. Batz, B. Neumann, H.-G. Stammler, Angew. Chem. 1996, 108, 2272-2274;
24. Angew. Chem. Int. Ed. Engl. 1996, 35, 2118-2121;
25. b) B. Grossmann, J. Heinze, E. Herdtweck, F. H. Köhler, H. Nöth, H. Schwenk, M. Spiegler, W. Wachter, B. Weber, Angew. Chem. 1997, 109, 384-386;
26. Angew. Chem. Int. Ed. Engl. 1997, 36, 387-389;
27. c) N. Prokopuk, D. F. Shriver, Inorg. Chem. 1997, 36, 5609-5613;
28. d) K. C. K. Swamy, S. Nagabrahmanandachari, K. Raghuraman, J. Organomet. Chem. 1999, 587, 132-135;
29. e) M. W. Cooke, T. S. Cameron, K. N. Robertson, J. C. Swarts, M. A. S. Aquino, Organometallics 2002, 21, 5962-5971;
30. f) S. Sengupta, Tetrahedron Lett. 2003, 44, 7281-7284;
31. g) S. Sengupta, Polyhedron 2003, 22, 1237-1240;
32. h) S. S. Kumar, N. D. Reddy, H. W. Roesky, D. Vidovic, J. Magull, R. F. Winter, Organometallics 2003, 22, 3348-3350;
33. i) S. S. Kumar, J. Rong, S. Singh, H. W. Roesky, D. Vidovic, J. Magull, D. Neculai, V. Chandrasekhar, M. Baldus, Organometallics 2004, 23, 3496-3500;
34. j) G.-L. Zheng, J.-F. Ma, J.-M. Su, L.-K. Van, J. Yang, Y.-Y. Li, J.-F. Liu, Angew. Chem. 2004, 116, 2463-2465;
35. Angew. Chem. Int. Ed. 2004, 43, 2409-2411;
36. k) S. S. Kumar, H. W. Roesky, O. Andronesi, M. Baldus, R. F. Winter, Inorg. Chim. Acta 2005, 358, 2349-2354.
37. J. Tao, W. Xiao, Q. Yang, J. Organomet. Chem. 1997, 531, 223-226.
38. a) E. A. Meyer, R. K. Castellano, F. Diederich, Angew. Chem. 2003, 115, 1244-1287;
39. Angew. Chem. Int. Ed. 2003, 42, 1210-1250;
40. b) H. W. Roesky, M. Andruh, Coord. Chem. Rev. 2003, 236, 91-119;
41. c) K. Müller-Dethlefs, P. Hobza, Chem. Rev. 2000, 100, 143-168;
42. d) C. Janiak, J. Chem. Soc. Dalton Trans. 2000, 3885-3896;
43. e) I. Dance, M. Scudder, Chem. Eur. J. 1996, 2, 481-486;
44. f) G. R. Desiraju, T. Steiner, The Weak Hydrogen Bond In Structural Chemistry and Biology, Oxford University Press, Oxford, 1999.
45. a) D. Braga, L. Maini, M. Polito, E. Tagliavini, F. Grepioni, Coord. Chem. Rev. 2003, 246, 53-71;
46. b) D. Braga, F. Grepioni, Acc. Chem. Res. 2000, 33, 601-608;
47. c) D. Braga, F. Grepioni, Coord. Chem. Rev. 1999, 183, 19-41;
48. d) K. Mahmoud, Y.-T. Long, G. Schatte, H. B. Kraatz, J. Organomet. Chem. 2004, 689, 2250-2255.
49. a) R. R. Holmes, Acc. Chem. Res. 1989, 22, 190-197;
50. b) E. R. T. Tiekink, Appl. Organomet. Chem. 1991, 5, 1-23;
51. c) V. K. Jain, Coord. Chem. Rev. 1994, 135/136, 809-843;
52. d) V. Chandrasekhar, S. Nagendran, V. Baskar Coord. Chem. Rev. 2002, 235, 1-52.
53. V. Chandrasekhar, V. Baskar, R. Boomishankar, K. Gopal, S. Zacchini, J. F. Bickley, A. Steiner, Organometallics 2003, 22, 3710-3716.
54. a) M. Gielen, A. E. Khloufi, M. Biesemans, F. Kayser, R. Willem, B. Mahieu, D. Maes, J. N. Lisgarten, L. Wyns, A. Moreira, T. K. Chattopadhay, R. A. Palmer, Organometallics 1994, 13, 2849-2854;
55. b) S. G. Teoh, S. H. Ang, E. S. Looi, C. A. Keok, S. B. Teo, H. K. Fun, J. Organomet. Chem. 1997, 527, 15-19;
56. c) C. Ma, Q. Jiang, R. Zhang, D. Wang, Dalton Trans. 2003, 2975-2978;
57. d) C. Ma, Q. Jiang, R. Zhang, Can. J. Chem. 2004, 82, 608-615;
58. e) R. García-Zarracino, J. Ramos-Quiñones, H. Höpfl, Inorg. Chem. 2003, 42, 3835-3845;
59. f) R. García-Zarracino, H. Höpfl, Angew. Chem. 2004, 116, 1533-1537;
60. Angew. Chem. Int. Ed. 2004, 43, 1507-1511;
61. g) R. García-Zarracino, H. Höpfl, J. Am. Chem. Soc. 2005, 127, 3120-3130.
62. a) V. Chandrasekhar, V. Baskar, A. Steiner, S. Zacchini, Organometallics 2004, 23, 1390-1395;
63. b) J. Beckmann, D. Dakternieks, A. Duthie, C. Mitchell, Organometallics 2003, 22, 2161-2164;
64. c) R. Shankar, M. Kumar, S. P. Narula, R. K. Chadha, J. Organomet. Chem. 2003, 671, 35-42;
65. d) F. Ribot, C. Sanchez, M. Biesemans, F. A. G. Mercier, J. C. Martins, M. Gielen, R. Willem, Organometallics 2001, 20, 2593-2603.
66. S.-G. Teoh, S.-H. Ang, E.-S. Looi, C.-A. Keok, S.-B. Teo, J.-P. Declercq, J. Organomet. Chem. 1996, 523, 75-78.
67. H. Puff, H. Heide, H. Kornelia, H. Reuter, S. Willi, J. Organomet. Chem. 1985, 287, 163-178.
68. a) V. Chandrasekhar, V. Baskar, A. Steiner, S. Zacchini, Organometallics 2002, 21, 4528-4532;
69. b) V. Chandrasekhar, V. Baskar, Indian J. Chem. Sect. A 2003, 42, 2376-2381.
70. V. B. Mokal, V. K. Jain, E. R. T. Tiekink, J. Organomet. Chem. 1992, 431, 283-288.
71. a) S. Masaoka, D. Tanaka, Y. Nakanishi, S. Kitagawa, Angew. Chem. 2004, 116, 2584-2588;
72. Angew. Chem. Int. Ed. 2004, 43, 2530-2534;
73. b) D. Braga, L. Maini, M. Polito, F. Grepioni, Struct. Bonding 2004, 111, 1-32;
74. c) D. Braga, Chem. Commun. 2003, 2751-2754;
75. d) D. Braga, M. Polito, M. Bracaccini, D. D'Addario, E. Tagliavini, L. Sturba, F. Grepioni, Organometallics 2003, 22, 2142-2150;
76. e) D. Braga, L. Maini, M. Polito, L. Scaccianoce, G. Cojazzi, F. Grepioni, Coord. Chem. Rev. 2001, 216-217, 225-248;
77. f) D. Braga, L. Maini, F. Paganelli, E. Tagliavini, S. Casolari, F. Grepioni, J. Organomet. Chem. 2001, 637-639, 609-615.
78. A. Bondi, J. Phys. Chem. 1964, 68, 441-451.
79. a) G. R. Desiraju, Crystal Engineering: The Design of Organic Solid, Elsevier, Amsterdam, 1989, p. 129;
80. b) G. Bhattacharjya, G. Savitha, G. Ramanathan, CrystEngComm 2004, 6, 233-235;
81. c) X. Yang, D. Wu, J. D. Ranford, J. J. Vittal, Cryst. Growth Des. 2005, 5, 41-43.
82. J.-L. Fillaut, J. Lineares, D. Astruc, Angew. Chem. 1994, 106, 2540-2542;
83. Angew. Chem. Int. Ed. Engl. 1994, 33, 2460-2462.
84. J.-L. Fillaut, D. Astruc, J. Chem. Soc. Chem. Commun. 1993, 1320-1321.
85. a) H. Puff, W. Schuh, R. Sievers, W. Wald, R. Zimmer, J. Organomet. Chem. 1984, 260, 271-280;
86. b) J. Beckmann, M. Biesemans, K. Hassler, K. Jurkschat, J. C. Martins, M. Shürmann, R. Willem, Inorg. Chem. 1998, 37, 4891-4897.
87. a) G. M. Sheldrick, SHELXL-97, Program for the Crystal Structure Refinement, University of Göttingen, Göttingen (Germany), 1997;
88. b) G. M. Sheldrick, SHELXTL, Reference Manual: Version 5.1, Bruker AXS, Madison (WI), 1998.