Synthesis 2013; 45(6): 753-758
DOI: 10.1055/s-0032-1316858
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Metallo-Supramolecular Polymers Using 5,5′-Linked Bis(1,10-Phenanthroline) Ligands

Md. Delwar Hossain
a   Electronic Functional Materials Group, Polymer Materials Unit, National Institute for Materials Science (NIMS), 1-1 Namiki, Tsukuba 305-0044, Japan
,
Masayoshi Higuchi*
a   Electronic Functional Materials Group, Polymer Materials Unit, National Institute for Materials Science (NIMS), 1-1 Namiki, Tsukuba 305-0044, Japan
b   JST-CREST, Japan   Fax: +81(29)8604721   Email: HIGUCHI.Masayoshi@nims.go.jp
› Author Affiliations
Further Information

Publication History

Received: 25 December 2012

Accepted after revision: 31 January 2013

Publication Date:
14 February 2013 (online)


Abstract

5,5′-Linked bis(1,10-phenanthroline)s were synthesized as new bidentate ligands by a palladium-catalyzed Suzuki-type cross-coupling reaction. Coordination of the ligands to Cu(II), Ni(II), Ag(I), and Zn(II) ions resulted in metallo-supramolecular polymer formation. The 1:1 complexation of the ligands and the metal ions was confirmed by UV-vis titration experiments. The high molecular weights of more than 105 Da, caused by the high complexation constants, were confirmed by the SEC-Viscometry-RALLS method.

Supporting Information

 
  • References

    • 1a Whittell GR, Hager MD, Schubert US, Manners I. Nat. Mater. 2010; 10: 176
    • 1b Bandyopadhyay A, Sahu S, Higuchi M. J. Am. Chem. Soc. 2011; 133: 1168
    • 1c Yu S.-C, Kwok C.-C, Chan W.-K, Che C.-M. Adv. Mater. (Weinheim, Ger.) 2003; 15: 1643
    • 1d Higuchi M, Kurth DG. Chem. Rec. 2007; 7: 203
    • 1e Han FS, Higuchi M, Kurth DG. Adv. Mater. (Weinheim, Ger.) 2007; 19: 3928
    • 1f Han FS, Higuchi M, Kurth DG. J. Am. Chem. Soc. 2008; 130: 2074
    • 1g Higuchi M. Polym. J. 2009; 41: 511
    • 1h Wojtecki RI, Meador MA, Rowan SJ. Nat. Mater. 2010; 10: 14
    • 1i Burnworth M, Tangl L, Kumpferl JR, Duncan AJ, Beyer FL, Fiore GL, Rowan SJ, Weder C. Nature (London) 2011; 472: 334
    • 1j Kwok C.-C, Yu S.-C, Sham IH. T, Che C.-M. Chem. Commun. 2004; 2758
    • 1k Sato T, Higuchi M. Chem. Commun. 2012; 48: 4947
    • 1l Ravindra RP, Higuchi M, Negishi Y, Tsukuda T, Kurth DG. Polym. J. 2010; 42: 336
    • 2a Reed JE, Neidle S, Vilar R. Chem. Commun. 2007; 4366
    • 2b Reed JE, White AJ, Neidle S, Vilar R. Dalton Trans. 2009; 2558
    • 2c Rajput C, Rutkaite R, Swanson L, Haq I, Thomas JA. Chem. Eur. J. 2006; 12: 4611
    • 2d Talib J, Green C, Davis KJ, Urathamakul T, Beck JL, Aldrich-Wright JR, Ralph SF. Dalton Trans. 2008; 1018
    • 2e Hudson ZD, Sanghvi CD, Rhine MA, Ng JJ, Bunge SD, Hardcastle KI, Saadein MR, MacBeth CE, Eichler JF. Dalton Trans. 2009; 7473
    • 2f Ruthkosky M, Castellano FN, Meyer GJ. Inorg. Chem. 1996; 35: 6406
    • 2g He A, Zhong C, Huang H, Zhou Y, He Y, Zhang HJ. Luminescence 2008; 128: 1291
    • 2h Saravani H, Rezvani AR, Mansouri G, Rad AR. S, Khavasi HR, Hadadzadeh H. Inorg. Chim. Acta 2007; 360: 2829
    • 2i Anbu S, Kandaswamy M. Polyhedron 2011; 30: 123
    • 3a Velten U, Lahn B, Rehahn M. Macromol. Chem. Phys. 1997; 198: 2789
    • 3b Velten U, Rehahn M. J. Chem. Soc., Chem. Commun. 1996; 2639
    • 3c Bernhard S, Takada K, Jenkins D, Abruna HD. Inorg. Chem. 2002; 41: 765
    • 3d Bernhard S, Goldsmith JI, Takada K, Abruna HD. Inorg. Chem. 2003; 42: 4389
    • 3e Velten U, Rehahn M. Macromol. Chem. Phys. 1998; 199: 127
    • 3f Vidal PL, Divisia-Blohorn B, Bidan G, Hazemann JL, Kern JM, Sauvage JP. Chem. Eur. J. 2000; 6: 1663
    • 3g Sauvage JP. Acc. Chem. Res. 1998; 31: 611
    • 4a Pakhomova SV, Proskurnin MA, Chernysh VV, Kononets MY, Ivanova EK. J. Anal. Chem. 2001; 56: 910
    • 4b Proskurnin MA, Chernysh VV, Pakhomova SV, Kononets MY, Sheshenev AA. Talanta 2002; 57: 831
  • 5 Hossain MD, Sato T, Higuchi M. Chem. Asian J. 2013; 8: 76
    • 6a Miyaura N, Suzuki A. Chem. Rev. 1995; 95: 2457
    • 6b Han FS, Higuchi M, Kurth DG. Org. Lett. 2007; 9: 559
  • 7 Hissler M, Connick WB, Geiger DK, McGarrah JE, Lipa D, Lachicotte RJ, Eisenberg R. Inorg. Chem. 2000; 39: 447
  • 8 Eggert JP. W, Luning U, Nather C. Eur. J. Org. Chem. 2005; 1107
    • 9a Yang P, Yang X.-J, Wu B. Eur. J. Inorg. Chem. 2009; 2951
    • 9b Toyota S, Goto A, Kaneko K, Umetani T. Heterocycles 2005; 65: 551