A Facile Synthesis of Homologous 4,4′-Dialkanoic Acid Substituted 2,2′-Bipyridines

Debra L. Mohler; Daitao Chen; Ven B. Reddy

doi:10.1055/s-2002-25768

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A Facile Synthesis of Homologous 4,4′-Dialkanoic Acid Substituted 2,2′-Bipyridines

Debra L. Mohler*, Daitao Chen, Ven B. Reddy
Department of Chemistry, Emory University, 1515 Pierce Drive, Atlanta, GA 30322, USA
Fax: +1(404)7276586; e-Mail: dmohler@emory.edu;

Abstract

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Abstract

A convenient three-step synthesis has been developed to prepare a series of homologous 4,4′-dialkanoic acid substituted 2,2′-bipyridines from 4,4′-dimethyl-2,2′-bipyridine.

Key words

bipyridine - carboxylic acid - esterification - ligands - ozonolysis

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References

For example:

1a Bhattacharya PK. Barton JK. J. Am. Chem. Soc. 2001, 123: 8649

1b Khatyr A. Ziessel R. Synthesis 2001, 1665

1c Khan SI. Beilstein AE. Grinstaff MW. Inorg. Chem. 1999, 38: 418

1d Liang P. Dong L. Martin MT. J. Am. Chem. Soc. 1996, 118: 9198

1e Imperiali B. Prins TJ. Fisher SL. J. Org. Chem. 1993, 58: 1613

2 For example: Collins JE. Fraser CL. Macromolecules 1998, 31: 6715

3a Walters KA. Ley KD. Cavalaheiro CSP. Miller SE. Gosztola D. Wasielewski MR. Bussandri AP. van Willigen H. Schanze KS. J. Am. Chem. Soc. 2001, 123: 8329

3b Wärnmark K. Baxter PNW. Lehn J.-M. Chem. Commun. 1998, 993

4a Vance FW. Hupp JT. J. Am. Chem. Soc. 1999, 121: 4047

4b Pomeranc D. Heitz V. Chambron J.-C. Sauvage J.-P. J. Am. Chem. Soc. 2001, 123: 12215

4c Demadis KD. Hartshorn CM. Meyer TJ. Chem. Rev. 2001, 101: 2655

5a Serpone N. Res. Chem. Intermed. 1994, 20: 953 ; Chem. Abstr. 1995, 122, 302679

5b Oregan B. Gratzel M. Nature 1991, 353: 737

6a Trammell SA. Yang J. Sykora M. Fleming CN. Odobel F. Meyer TJ. J. Phys. Chem. B 2001, 105: 8895

6b Wolfbauer G. Bond AM. Deacon GB. MacFarlane DR. Spiccia L. J. Am. Chem. Soc. 2000, 122: 130

6c Asbury JB. Ellingson RJ. Ghosh HN. Ferrere S. Nozik AJ. Lian T. J. Phys. Chem. B 1999, 103: 3110

6d Hagfeldt A. Gratzel M. Chem. Rev. 1995, 95: 49

7a Qu P. Meyer GJ. Langmuir 2001, 17: 6720

7b Argazzi R. Bignozzi CA. Heimer TA. Castellano FN. Meyer GJ. Inorg. Chem. 1994, 33: 5741 ; and references therein

8 Della Ciana L. Hamachi I. Meyer TJ. J. Org. Chem. 1989, 54: 1731

9 Garelli N. Vierling P. J. Org. Chem. 1992, 57: 3046

10 Marshall JA. Garofalo AW. J. Org. Chem. 1993, 58: 3675