Synthesis of Novel Fullerene-Porphyrin Conjugates for the Formation of Langmuir Monolayers

Ekaterina S. Zyablikova,^a Natal’ya A. Bragina,^a Andrey F. Mironov,^a Daria A. Silant’eva,^b and Sofia L. Selektor^b

^aDepartment of Chemistry and Technology of Biologically Active Compounds, Lomonosov Moscow State University of Fine
Chemical Technologies, 119571 Moscow, Russian Federation.
E-mail: e.s.krutikova@gmail.com

^bFrumkin Institute of Physical Chemistry and Electrochemistry of the Russian Academy of Sciences, 119071 Moscow,
Russian Federation
E-mail: sofs@list.ru

Macroheterocycles 2012 5(4-5) 333-337

DOI: 10.6060/mhc2012.121198z

The conjugates of С60 fullerene and lipophilic meso-arylsubstituted porphyrins with terminal long chains are prepared and used to form Langmuir monolayers.

References

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1. Langa F., Nierengarten J.-F. Fullerenes: Principles and Applications. Cambridge: The Royal Society of Chemistry, 2007. 398 p.

2. Rosen B.M., Wilson C.J., Wilson D.A., Peterca M., Imam M.R., Percec V. Chem. Rev. 2009, 109, 6275–6540.
http://dx.doi.org/10.1021/cr900157q

3. Sidorov L.N., Yurovskaya N.A., Borschevskii A.Yu., Trushkov I.V., Ioffe I.N. Fullereny [Fullerenes]. Moscow: Publishers: "Ekzamen", 2005. 688 p. (in Russ.).

4. Rezayat S.M., Boushehri S.V.S., Salmanian B., Omidvari A.H., Tarighat S., Esmaeili S., Sarkar S., Amirshahi N., Alyautdin R.N., Orlova M.A., Trushkov I.V., Buchachenko A.L., Liu K.C., Kuznetsov D.A. Eur. J. Med. Chem. 2009, 44, 1554-1569.
http://dx.doi.org/10.1016/j.ejmech.2008.07.030

5. Razumov V.F., Efimov O.N., Kaplunov M.T., Klyuev M.V., Klyueva M.E., Lomova T.N., Tarasov B.P., Troshin P.A., Yarmolenko O.B., Nanostrukturirovannye materialy dlya sistem zapasaniya i preobrazovaniya energi [Nanostructured materials fo energy storage and processing systems]. Publishers: Ivan. Gos. Univ.: Ivanovo, 2007. 296 p. (in Russ.).

6. Kahnt A., Kärnbratt J., Esdaile L. J., Hutin M., Sawada K., Anderson H. L., Albinsson B. J. Am. Chem. Soc. 2011, 133, 9863–9871.
http://dx.doi.org/10.1021/ja2019367

7. Li W.-S., Aida T. Chem. Rev. 2009, 109, 6047–6076.
http://dx.doi.org/10.1021/cr900186c

8. Guldi D.M. Fullerenes: From Synthesis to Optoelectronic Properties. Kluwer Academic Publishers: Dordrecht, The Netherlands, 2002, p 163-212.

9. Guldi D.M., Rahman G.M.A., Sgobba V., Ehli C. Chem. Soc. Rev. 2006, 35, 471–487.
http://dx.doi.org/10.1039/b511541h

10. Molina-Ontoria A., Wielopolski M., Gebhardt J., Gouloumis A., Clark T., Guldi D. M., Mart N. J. Am. Chem. Soc. 2011 133, 2370-2373.

11. Choi M.-S., Aida T., Luo H., Araki Y., Ito O. Angew. Chem.Int. Ed. 2003, 42, 4060-4063.

12. Kuciauskas D., Liddell P.A., Lin S., Johnson T.E., Weghorn S.J., Lindsey J.S., Moore A.L., Moore T.A., Gust D. J. Am. Chem. Soc. 1999, 121, 8604-8614.
http://dx.doi.org/10.1021/ja991255j

13. Vuorinen T., Kaunisto K., Tkachenko N.V. Langmuir 2005, (21), 5383-5390.
http://dx.doi.org/10.1021/la050347l

14. Vivo P.A., Alekseev A.S., Kaunisto K., Pekkola O., Tolkki A., Chukharev V., Efimov A., Ihalainen P. Phys Chem Chem Phys. 2010, 12, 12525-12532.
http://dx.doi.org/10.1039/c004539j

15. Lewandowska K., Bogucki A., Wrobel D., Graja A. J. Photochem. Photobiol. A: Chem. 2007, 188, 12-18.

16. Vuorinen T., Kaunisto K., Tkachenko N.V., Efimov A., Lemmetyinen H. Journal of Photochemistry and Photobiology A: Chemistry 2006, 178, 185–191.
http://dx.doi.org/10.1016/j.jphotochem.2005.10.014

17. Alekseev A.S., Tkachenko N.V., Efimov A.V., Lemmetyinen H. Zh. Fiz. Khimii, 2010, 84, 1356–1367 (in Russ.).

18. Nagata N., Kuramochi Y., Kobuke Y. J. Am. Chem. Soc. 2009, 131, 10-11.
http://dx.doi.org/10.1021/ja8045712

19. Souza F.D., Gadde S., Zandler M. E., Klykov A., El-Khouly M.E. Fujitsuka M., Ito O. J. Phys. Chem. A. 2002, 106, 12393-12404.

20. Schuster D.I., Li K., Guldi D.M., Palkar A., Echegoyen L., Stanisky C., Cross R. J., Niemi M., Tkachenko N.V., Lemmetyinen H. J. Am. Chem. Soc. 2007, 129, 15973-15982.
http://dx.doi.org/10.1021/ja074684n

21. Lembo A., Tagliatesta P., Guldi D.M., Wielopolski M., Nuccetelli M. J. Phys. Chem. A. 2009, 113, 1779-1793.
http://dx.doi.org/10.1021/jp809557e

22. Fazio M.A., Lee O.P., Schuster D.I. Org Lett. 2008, 10, 4979-4982.
http://dx.doi.org/10.1021/ol802053k

23. Higashida S., Imahori H., Kaneda T., Sakata Y. Chem. Lett. 1998, 7, 605-606.
http://dx.doi.org/10.1246/cl.1998.605

24. Carbonera D.V., Valentin M.D., Corvaja C., Agostini G., Giacometti G., Liddell P.A, Kuciauskas D., Moore A.L., Moore T.A., Gust D. J. Am. Chem. Soc. 1998, 120, 4398-4405.
http://dx.doi.org/10.1021/ja9712074

25. Maggini M., Scorrano G. J. Am. Chem. Soc. 1993, 115, 9798-9799.
http://dx.doi.org/10.1021/ja00074a056

26. Drovetskaya T., Reed C.A., Boyd P. Tetrahedron Letters 1995, 36, 7971-7974.
http://dx.doi.org/10.1016/0040-4039(95)01719-X

27. Stuchebrukov S.D., Selektor S.L., Silantieva D.A., Shokurov A.V. Prot. Met. Phys. Chem. Surf. 2013, 49 (in press).

28. Seleсtor S., Fedorova O., Lukovskaya E., Anisimov A., Fedorov Y., Tarasova N., Raitman O., Fages F., Arslanov V. J. Phys. Chem. B. 2012, 116, 1482–1490.

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