Synthesis, characterisation, electronic spectra and electrochemical investigation of ferrocenyl-terminated dendrimers

Tetrahedron

Volumn 69, Issue 19, 2013, Pages 3885-3895

  Villalonga Barber, Carolina ^a   Vallianatou, Kalliopi ^a   Georgakopoulos, Spyros ^a   Steele, Barry R ^a   Micha Screttas, Maria ^a   Levin, Efrat ^b   Gabriel Lemcoff, N ^b  

^a INSTITUTE OF BIOLOGY   (Greece)

^b BEN GURION UNIVERSITY OF THE NEGEV   (Israel)

Author keywords

Carbenium ion; Dendrimer; Ferrocenyl; Near infrared

Indexed keywords

DENDRIMER; DYE; FERROCENE DERIVATIVE; MONOMER;

ARTICLE; CHROMATOPHORE; CROSS COUPLING REACTION; CYCLOADDITION; DESILYLATION; DILUTION; ELECTROCHEMICAL ANALYSIS; HORNER WADSWORTH EMMONS REACTION; LITHIATION; MITSUNOBU REACTION; PRIORITY JOURNAL; PROCESS DESIGN; SONOGASHIRA REACTION; SYNTHESIS;

EID: 84875953470     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2013.03.047     Document Type: Article

References (65)

1. M.J. Cho, D.H. Choi, P.A. Sullivan, A.J.P. Akelaitis, and L.R. Dalton Prog. Polym. Sci. 33 2008 1013
2. G.D. D'Ambruoso, and D.V. McGrath S.R. Marder, K.S. Lee, Photoresponsive Polymers II Vol. 214 2008 Springer Berlin, Germany 87
3. Z. He, T. Ishizuka, and D.L. Jiangi Polym. J. 39 2007 889
4. G. Qian, and Z.Y. Wang Chem. - Asian. J. 5 2010 1006
5. C. Villalonga-Barber, B.R. Steele, V. Kovac, M. Micha-Screttas, and C.G. Screttas J. Organomet. Chem. 691 2006 2785
6. C. Arbez-Gindre, B.R. Steele, G.A. Heropoulos, C.G. Screttas, J.E. Communal, W.J. Blau, and I. Ledoux-Rak J. Organomet. Chem. 690 2005 1620
7. M. Kondo, M. Uchikawa, S. Kume, and H. Nishihara Chem. Commun. 2009 1993
8. H. Meier, and R. Petermann Tetrahedron Lett. 41 2000 5475
9. S. Sengupta, and S.K. Sadhukhan J. Mater. Chem. 10 2000 1997
10. C. Sporer, I. Ratera, D. Ruiz-Molina, J.V. Gancedo, N. Ventosa, K. Wurst, P. Jaitner, C. Rovira, and J. Veciana Solid State Sci. 11 2009 786
11. B.J. Coe, R.J. Docherty, S.P. Foxon, E.C. Harper, M. Helliwell, J. Raftery, K. Clays, E. Franz, and B.S. Brunschwig Organometallics 28 2009 6880
12. B.J. Coe, J. Fielden, S.P. Foxon, I. Asselberghs, K. Clays, S. Van Cleuvenbergen, and B.S. Brunschwig Organometallics 30 2011 5731
13. D. Astruc Chem. - Asian. J. 6 2011 1679
14. J. Camponovo, J. Ruiz, E. Cloutet, and D. Astruc Chem. - Eur. J. 15 2009 2990
15. L.Y. Liang, J. Ruiz, and D. Astruc J. Inorg. Organomet. Polym. Mater. 20 2010 503
16. E.G. Morales-Espinoza, K.E. Sanchez-Montes, E. Klimova, T. Klimova, I.V. Lijanova, J.L. Maldonado, G. Ramos-Ortiz, S. Hernandez-Ortega, and M. Martinez-Garcia Molecules 15 2010 2564
17. F.J. Martinez, B. Gonzalez, B. Alonso, J. Losada, M.P. Garcia-Armada, and C.M. Casado J. Inorg. Organomet. Polym. Mater. 18 2008 51
18. J.Y. Lee, B.K. Kim, S. Hwang, Y. Lee, and J. Kwak Bull. Korean Chem. Soc. 31 2010 3099
19. S. Dietrich, A. Nicolai, and H. Lang J. Organomet. Chem. 696 2011 739
20. M. Frasconi, D. Deriu, A. D'Annibale, and F. Mazzei Nanotechnology 2009 20
21. M. Herrero, J. Losada, M.P. Garcia-Armada, B. Alonso, and C.M. Casado Aust. J. Chem. 64 2011 147
22. C. Jahier, and S. Nlate J. Organomet. Chem. 694 2009 637
23. S.D. Khanye, J. Gut, P.J. Rosenthal, K. Chibale, and G.S. Smith J. Organomet. Chem. 696 2011 3296
24. A.T. Koppisch, S. Dhungana, K.K. Hill, H. Boukhalfa, H.S. Heine, L.A. Colip, R.B. Romero, Y.L. Shou, L.O. Ticknor, B.L. Marrone, L.E. Hersman, S. Iyer, and C.E. Ruggiero Biometals 21 2008 581
25. A. Lataifeh, and H.B. Kraatz J. Inorg. Organomet. Polym. Mater. 20 2010 488
26. A. Nievas, J.J. Gonzalez, E. Hernandez, E. Delgado, A. Martin, C.M. Casado, and B. Alonso Organometallics 30 2011 1920
27. W. Wang, and A.E. Kaifer G. Wenz, Inclusion Polymers Vol. 222 2009 Springer Berlin, Germany 205
28. D. Astruc, C. Ornelas, and J.R. Aranzaes J. Inorg. Organomet. Polym. Mater. 18 2008 4
29. X.B. Jing, F. Xu, W. Xu, and C.G. Yan Chin. J. Org. Chem. 27 2007 457
30. T.C. Lin, Y.F. Chen, C.L. Hu, and C.S. Hsu J. Mater. Chem. 19 2009 7075
31. U. Hahn, J.F. Nierengarten, B. Delavaux-Nicot, F. Monti, C. Chiorboli, and N. Armaroli New J. Chem. 35 2011 2234
32. C. Ornelas, R. Lodescar, A. Durandin, J.W. Canary, R. Pennell, L.F. Liebes, and M. Weck Chem. - Eur. J. 17 2011 3619
33. T.C. Lin, Y. Huang, Y.F. Chen, and C.L. Hu Tetrahedron 66 2010 1375
34. C. Kojima, Y. Umeda, A. Harada, and K. Kono Colloids Surf. B 81 2010 648
35. S. Kim, H. Kalbitz, S. Hillmann, and H. Meier Eur. J. Org. Chem. 2009 1976
36. A. Almutairi, S.J. Guillaudeu, M.Y. Berezin, S. Achilefu, and J.M.J. Frechet J. Am. Chem. Soc. 130 2008 444
37. J.B. Oh, M.K. Nah, Y.H. Kim, M. Kang, J.W. Ka, and H.K. Kim Adv. Funct. Mater. 17 2007 413
38. A. Herrmann, and K. Mullen Chem. Lett. 35 2006 978
39. R.P. Brinas, T. Troxler, R.M. Hochstrasser, and S.A. Vinogradov J. Am. Chem. Soc. 127 2005 11851
40. Y.P. Ye, S. Bloch, J. Kao, and S. Achilefu Bioconjugate Chem. 16 2005 51
41. V. Mamane, A. Gref, and O. Riant New J. Chem. 28 2004 585
42. L. Porres, C. Katan, O. Mongin, T. Pons, J. Mertz, and M. Blanchard-Desce J. Mol. Struct. 704 2004 17
43. I. Tabakovic, L.L. Miller, R.G. Duan, D.C. Tully, and D.A. Tomalia Chem. Mater. 9 1997 736
44. S. Nakatsuji, N. Okamoto, K. Nakashima, and S. Akiyama Chem. Lett. 1986 329
45. P.J. Dunn, and C.W. Rees J. Chem. Soc., Perkin Trans. 1 1987 1579
46. It is known that electron withdrawing groups on the acetylene increase the reactivity of the Sonogashira reaction: M. Schilz, and H. Plenio J. Org. Chem. 77 2012 2798
47. C.D. Gabbutt, B.M. Heron, A.C. Instone, D.A. Thomas, S.M. Partington, M.B. Hursthouse, and T. Gelbrich Eur. J. Org. Chem. 2003 1220
48. M.B. Dewal, Y.W. Xu, J. Yang, F. Mohammed, M.D. Smith, and L.S. Shimizu Chem. Commun. 2008 3909
49. S. Nakatsuji, K. Nakashima, S. Akiyama, and H. Nakazumi Dyes Pigm. 24 1994 37
50. S. Akiyama, S. Nakatsuji, K. Nakashima, M. Watanabe, and H. Nakazumi J. Chem. Soc., Perkin Trans. 1 1988 3155
51. S. Nakatsuji, H. Nakazumi, H. Fukuma, T. Yahiro, K. Nakashima, M. Iyoda, and S. Akiyama J. Chem. Soc., Perkin Trans. 1 1991 1881
52. H. Muramatsu, A. Okumura, K. Shibata, and M. Matsui Chem. Ber. 127 1994 1627
53. M. Malkoch, K. Schleicher, E. Drockenmuller, C.J. Hawker, T.P. Russell, P. Wu, and V.V. Fokin Macromolecules 38 2005 3663
54. S. Kanamathareddy, and C.D. Gutsche J. Org. Chem. 61 1996 2511
55. F. Perez-Balderas, M. Ortega-Munoz, J. Morales-Sanfrutos, F. Hernandez-Mateo, F.G. Calvo-Flores, J.A. Calvo-Asin, J. Isac-Garcia, and F. Santoyo-Gonzalez Org. Lett. 5 2003 1951
56. P. Mücke, R.F. Winter, I. Novak, and K. Kowalski J. Organomet. Chem. 717 2012 14
57. S. Barlow, H.E. Bunting, C. Ringham, J.C. Green, G.U. Bublitz, S.G. Boxer, J.W. Perry, and S.R. Marder J. Am. Chem. Soc. 121 1999 3715
58. N.E. Watts G. Wilkinson, F.G.A. Stone, E.N. Abel, Comprehensive Organometallic Chemistry Vol. 8 1982 Pergamon New York, NY 1019
59. S. Sengupta, and S.K. Sadhukhan J. Chem. Soc., Perkin Trans. 1 2000 4332
60. S.G.R. Guinot, J.D. Hepworth, and M. Wainwright Dyes Pigm. 47 2000 129
61. M. Lehr, M. Klint, and A.S. Elfringhoff Bioorg. Med. Chem. Lett. 19 2001 2569
62. X.H. Li, T.G. Upton, C.L.D. Gibb, and B.C. Gibb J. Am. Chem. Soc. 125 2003 650
63. T.A. Lewis, L. Bayless, A.J. DiPesa, J.B. Eckman, M. Gillard, L. Libertin, R.T. Scannell, D.M. Wypij, and M.A. Young Bioorg. Med. Chem. Lett. 15 2005 1083
64. M. de Loos, J.H. van Esch, R.M. Kellogg, and B.L. Feringa Tetrahedron 63 2007 7285
65. R. Gujadhur, D. Venkataraman, and J.T. Kintigh Tetrahedron Lett. 42 2001 4791