Influence of Central versus Peripheral Coordination of Pt and Pd Atoms on Physical-Chemical Properties of Octa-4,5-carboxyphthalocyanines

Nina A. Kuznetsova,^@ Roman A. Bulgakov, Ludmila I. Solovyova, Ekaterina N. Shevchenko, Oleg L. Kaliya, and Evgeny A. Lukyanets

Organic Intermediates and Dyes Institute, 123995 Moscow, Russia
^@Corresponding author E-mail: lab32@niopik.ru

DOI: 10.6060/mhc150353k

Macroheterocycles 2015 8(2) 143-149

New Pt^II and Pd^II complexes of 2,3,9,10,16,17,23,24-octacarboxyphthalocyanine as well as covalent tetraconjugates of diaqua palladium(II) and octacarboxy substituted zinc phthalocyanine were synthesized and characterized by elemental analysis, UV-Vis and IR spectroscopy. Their properties (solubility, absorption and luminescence, singlet oxygen quantum yields and photostability) are herein reported. It was found that introduction of Pd or Pt atom to the phthalocyanine core has a profound effect, while modification of the periphery with four fragments of diaqua platinum or diaqua palladium has only a limited effect on photochemical and photophysical properties of metallophthalocyanines. These data demonstrate the higher sensitivity of the phthalocyanine electronic structure, their singlet and triplet excited states and the probability of transitions between them to modification of the core than of the periphery..

References:

Click here to expand or collapse this section

1. Stepanov B.I. Introduction to Chemistry and Technology of Organic Dyes. Moscow: Khimiya, 1971. 446 p. (in Russ.)

2. De la Torre G., Vazquez P., Agullo-Lopez F., Torres T. Chem Rev. 2004, 104, 3723–3750.

http://dx.doi.org/10.1021/cr030206t

3. Dogo S., Germain J.P., Maleysson C., Pauly A. Thin Solid Films 1992, 219, 251–256.

http://dx.doi.org/10.1016/0040-6090(92)90753-X

4. Kaliya O.L., Lukyanets E.A., Vorozhtsov G.N. J. Porphyrins Phthalocyanines 1999, 3, 592–610.

http://dx.doi.org/10.1002/(SICI)1099-1409(199908/10)3:6/7<592::AID-JPP180>3.0.CO;2-G

5. Lukyanets E.A. J. Porphyrins Phthalocyanines 1999, 3, 424–432.

http://dx.doi.org/10.1002/(SICI)1099-1409(199908/10)3:6/7<424::AID-JPP151>3.0.CO;2-K

6. Nyman E.S., Hynninen P.H. J. Photochem. Photobiol. B: Biol. 2004, 73, 1–28.

http://dx.doi.org/10.1016/j.jphotobiol.2003.10.002

7. Dolotova O.V., Kaliya O.L. J. Porphyrins Phthalocyanines 2011, 15, 632–638.

http://dx.doi.org/10.1142/S1088424611003550

8. Donzello M.P., Viola E., Mannina L., Barteri M., Fu Z., Ercolani C. J. Porphyrins Phthalocyanines 2011, 15, 984–994.

http://dx.doi.org/10.1142/S1088424611004014

9. Donzello M.P., Viola E., Ercolani C., Fu Z., Futur D., Kadish K.M. Inorg. Chem. 2012, 51, 12548–12559.

http://dx.doi.org/10.1021/ic301989a

10. Managa M., Idowu M.A., Antunes E., Nyokong T. Spectrochim. Acta, Part A 2014, 125, 147–153.

http://dx.doi.org/10.1016/j.saa.2014.01.087

11. Lottner C., Bart K.-C., Bernhardt G., Brunner H. J. Med. Chem. 2002, 45, 2064–2078.

http://dx.doi.org/10.1021/jm0110688

12. Bulgakov R.A., Kuznetsova N.A., Dolotova O.V., Shevchenko E.N., Plyutinskaya A.D., Kaliya O.L., Nyokong T. Macroheterocycles 2012, 5, 350–357.

http://dx.doi.org/10.6060/mhc2012.121192k

13. Bulgakov R.A., Kuznetsova N.A., Dolotova O.V., Solovieva L.I., Mack J., Chidawanyika W.J.U., Kaliya O.L., Nyokong T. J. Porphyrins Phthalocyanines 2012, 16, 1217–1224.

http://dx.doi.org/10.1142/S1088424612501209

14. Shevchenko E., Solovyova L., Lukyanets E. Macroheterocycles 2014, 7, 162–169.

http://dx.doi.org/10.6060/mhc140503s

15. Kuznetsova N., Gretsova N., Kalmykova E., Makarova E., Dashkevich S., Negrimovskii V., Kaliya O., Luk’yanets E. Russ. J. Gen. Chem. 2000, 70, 140–148.

16. Stolyarov I.P., Demina L.I., Cherkashina N.V. http://www.igic.ras.ru/docs/konftez/stolyarov.pdf

17. Idowu M., Ogunsipe A., Nyokong T. Spectrochim. Acta, Part A 2007, 68, 995–999.

http://dx.doi.org/10.1016/j.saa.2007.01.025

18. Solovyov K.N., Borisevich E.A. Uspekhi Fiz. Nauk 2005, 175, 247–270 (in Russ.).

19. Gradyushko A.T., Kozhich D.T., Solovyov K.N., Zvirko M.P. Optika Spektrosk. 1974, 37, 892–896 (in Russ.).

20. Borisevich E.A., Knyukshto V.N., Kozyrev A.N., Solovyov K.N. Optika Spektrosk. 1993, 74, 210–218 (in Russ.).

21. Kuznetsova N.A., Makarov D.A., Yuzhakova O.A., Solovieva L.I., Kaliya O.L. J. Porphyrins Phthalocyanines 2010, 14, 968–974.

http://dx.doi.org/10.1142/S1088424610002835

22. Krichevskiy G.E. Photochemical Transformations of Dyes and Light Stabilization of the Colored Materials. Moscow: Khimiya, 1986. 248 p. (in Russ.).

Attachment	Size
mhc150353k.pdf	955.13 KB

Журнал "Макрогетероциклы"

Navigation

Languages

News

Search

Influence of Central versus Peripheral Coordination of Pt and Pd Atoms on Physical-Chemical Properties of Octa-4,5-carboxyphthalocyanines

References: