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Bismuth insertion in functionalized porphyrins: influence of the structure delivering substituted malonic acid groups

Université de Rennes1, Sciences Chimiques de Rennes, UMR CNRS 6226 (I.C.M.V.), 35042 Rennes Cedex, France

Université Sidi Mohammed Ben Abdellah, Faculté des Sciences Dhar El Mehraz, Laboratoire d'Ingénierie des Matériaux Organométalliques et Moléculaires, B.P. 1796 (Atlas), 30000, Fès, Morocco

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Mohammed Lachkar

Université Sidi Mohammed Ben Abdellah, Faculté des Sciences Dhar El Mehraz, Laboratoire d'Ingénierie des Matériaux Organométalliques et Moléculaires, B.P. 1796 (Atlas), 30000, Fès, Morocco

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Bernard Boitrel

Université de Rennes1, Sciences Chimiques de Rennes, UMR CNRS 6226 (I.C.M.V.), 35042 Rennes Cedex, France

Corresponding author, fax: +33 (0)2 23 23 56 37

SPP full member in good standing

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https://doi.org/10.1142/S1088424608000601Cited by:6 (Source: Crossref)

Abstract

A comparative study of bismuth complexation by various porphyrins which differ according to the structural scaffold – either picket(s) or strap(s) – that deliver the carboxylic acid groups close to the metal, has been performed. Unlike strapped porphyrins, and although more flexible, the picket ligands do not lead to more stable bismuth complexes.

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References

M. R. McDevittet al., Eur. J. Nucl. Med. 25, 1341 (1998), DOI: 10.1007/s002590050306. Crossref, Google Scholar
O. Couturieret al., Eur. J. Nucl. Med. Mol. Imag. 32, 601 (2005), DOI: 10.1007/s00259-005-1803-2. Crossref, Web of Science, Google Scholar
T. M. Behret al., Cancer Res. 59, 2635 (1999). Web of Science, Google Scholar
S. J. Kennel and S. Mirzadeh, Nucl. Medicine Biol. 25, 241 (1998), DOI: 10.1016/S0969-8051(97)00200-X. Crossref, Web of Science, Google Scholar
S. J. Kennelet al., Radiat. Res. 157, 633 (2002), DOI: 10.1667/0033-7587(2002)157[0633:VTRWTA]2.0.CO;2. Crossref, Web of Science, Google Scholar
S. J. Kennelet al., Cancer Biother. Radiopharm. 15, 235 (2000), DOI: 10.1089/108497800414329. Crossref, Web of Science, Google Scholar
R. D. Hancocket al., J. Chem. Soc. Dalton Trans. 2895 (1993), DOI: 10.1039/dt9930002895. Google Scholar
J. W. Buchler and K. L. Lay, Inorg. Nucl. Chem. Lett. 10, 297 (1974), DOI: 10.1016/0020-1650(74)80186-8. Crossref, Web of Science, Google Scholar
J. Barbouret al., Inorg. Chem. 31, 746 (1992), DOI: 10.1021/ic00031a011. Crossref, Web of Science, Google Scholar
L. Michaudetet al., J. Porphyrins Phthalocyanines 4, 261 (2000). Link, Web of Science, Google Scholar
L. Michaudet, P. Richard and B. Boitrel, Chem. Commun. 1589 (2000), DOI: 10.1039/b004394j. Crossref, Web of Science, Google Scholar
B. Boitrelet al., Chem. Commun. 2670 (2003), DOI: 10.1039/b309615g. Google Scholar
Z. Halimeet al., Angew. Chem. Int. Ed. 46, 5120 (2007), DOI: 10.1002/anie.200700543. Crossref, Web of Science, Google Scholar
J. W. Buchler, Porphyrins and Metalloporphyrins, ed. K. M. Smith (Elsevier, Amsterdam, 1975) pp. 157–231. Google Scholar
I. Lamparth and A. Hirsch, J. Chem. Soc. Chem. Commun. 1727 (1994), DOI: 10.1039/c39940001727. Google Scholar
P. Sayer, M. Gouterman and C. R. Connell, Acc. Chem. Res. 15, 73 (1982), DOI: 10.1021/ar00075a002. Crossref, Web of Science, Google Scholar
It should be mentioned that an X-ray structure of 2Bi was obtained in which one of the carboxylic groups of a malonic function was coordinated to the bismuth cation, as in 1Bi. Unfortunately, this X-ray structure could not be published because of residual disorders . Google Scholar
R. Young and C. K. Chang, J. Am. Chem. Soc. 107, 898 (1985), DOI: 10.1021/ja00290a027. Crossref, Web of Science, Google Scholar
Z. Halimeet al., Inorg. Chem. 46, 6338 (2007), DOI: 10.1021/ic0703272. Crossref, Web of Science, Google Scholar
Z. Halimeet al., Eur. J. Org. Chem. 1207 (2006), DOI: 10.1002/ejoc.200500685. Google Scholar
Z. Halimeet al., Tetrahedron 62, 3056 (2006), DOI: 10.1016/j.tet.2006.01.029. Crossref, Web of Science, Google Scholar