Effect of Transition Metal Cations on Assembly of Highly Ordered 2D Multiporphyrin Arrays on Liquid and Solid Substrates

E. V. Ermakova,^a Yu. Yu. Enakieva,^a A. I. Zvyagina,^a Yu. G. Gorbunova,^a,b M. A. Kalinina,^a and V. V. Arslanov^a^@

^aFrumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, 119071 Moscow, Russia

^bKurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russia

^@Corresponding author E-mail: vladimir.arslanov@gmail.com

DOI: 10.6060/mhc161177a

Macroheterocycles 2016 9(4) 378-386

Metal-ligand supramolecular coordination at the air/water interface offers a route to generate highly ordered 2D multichromophore architectures for fabricating film-like surface attached metal organic frameworks (SURMOF) for applications in electronics, photonics and chemical sensing. Metal complexes of tetrapyridyl porphyrins (TPyP) are well known as convenient building blocks for the assembly of 3D coordination polymers. Herein, we suggest a new strategy of the assembly of highly ordered 2D coordination networks in Langmuir monolayers by using non-metalated ligands as starting tectones, instead of the metal complexes of tetrapyridyl porphyrin. High degree of structural ordering of 2D multiporphyrin arrays with face-on orientation of macrocycles is achieved by the interaction of metal ions with peripheral groups of the ligand as well as with macrocyclic core. A combination of thermodynamic analysis with spectral studies was applied to determination of both types of complex formation in the monolayer. Structural order in 2D hybrid networks depends on the type of initiating metal ion and it increases in a row Cd(II) < Cu(II) < Zn(II). In the presence of metal ions in the subphase, the monolayer of ТРуР undergoes fluorescence quenching. This monolayer comprises mostly a MТРуР with low quantum yield, whereas all observed fluorescence is determined by small amounts of the free ligand controlled by the metalation process in the monolayer. The as-formed hybrid 2D coordination networks with tunable degree of macrocycle metalation can be hierarchically integrated into variously ordered multilayer MOFs. We also demonstrated structural similarity between the monolayers at the air/water interface and related multilayer SURMOFs fabricated on solids by Langmuir-Schaefer technique. The fluorescence quenching in these water-stable SURMOF films makes it possible to use them for the development of SURMOF-based nanosensors.

References:

Click here to expand or collapse this section

1. Cook T.R., Zheng Y.-R., Stang P.J. Chem. Rev. 2012, 113 (1), 734-777.
https://doi.org/10.1021/cr3002824

2. Czaja A., Trukhan N., Müller U. Chem. Soc. Rev. 2009, 38 (5), 1284-1293.
https://doi.org/10.1039/b804680h

3. Wang X.S., Ma S., Forster P.M., Yuan D., Eckert J., López J.J., Murphy B.J., Parise J.B., Zhou H.C. Angew. Chem. Int. Ed. 2008, 47 (38), 7263-7266.
https://doi.org/10.1002/anie.200802087

4. Schröder M., Functional metal-organic frameworks: Gas storage, separation and catalysis. Springer: 2010, Vol. 293.
https://doi.org/10.1007/978-3-642-14613-8

5. Stavila V., Talin A., Allendorf M. Chem. Soc. Rev. 2014, 43 (16), 5994-6010.
https://doi.org/10.1039/C4CS00096J

6. Farrusseng D., Metal-organic frameworks: applications from catalysis to gas storage. John Wiley & Sons: 2011.
https://doi.org/10.1002/9783527635856

7. Hu Z., Deibert B.J., Li J. Chem. Soc. Rev. 2014, 43 (16), 5815-5840.
https://doi.org/10.1039/C4CS00010B

8. Keskin S., Kızılel S. Ind. Eng. Chem. Res. 2011, 50 (4), 1799-1812.
https://doi.org/10.1021/ie101312k

9. Gölzhäuser A., Wöll C. ChemPhysChem 2010, 11 (15), 3201-3213.
https://doi.org/10.1002/cphc.201000488

10. Lu G., Hupp J.T. J. Am. Chem. Soc. 2010, 132 (23), 7832-7833.
https://doi.org/10.1021/ja101415b

11. Zacher D., Shekhah O., Wöll C., Fischer R.A. Chem. Soc. Rev. 2009, 38 (5), 1418-1429.
https://doi.org/10.1039/b805038b

12. Bradshaw D., Garai A., Huo J. Chem. Soc. Rev. 2012, 41 (6), 2344-2381.
https://doi.org/10.1039/C1CS15276A

13. Zhuang J.-L., Terfort A., Wöll C. Coord. Chem. Rev. 2016, 307, 391-424.
https://doi.org/10.1016/j.ccr.2015.09.013

14. Bétard A., Fischer R. A. Chem. Rev. 2011, 112 (2), 1055-1083.
https://doi.org/10.1021/cr200167v

15. Makiura R., Kitagawa H. Eur. J. Inorg. Chem. 2010, 2010 (24), 3715-3724.
https://doi.org/10.1002/ejic.201000730

16. Motoyama S., Makiura R., Sakata O., Kitagawa H. J. Am. Chem. Soc. 2011, 133 (15), 5640-5643.
https://doi.org/10.1021/ja110720f

17. Makiura R., Konovalov O. J. Chem. Soc., Dalton Trans. 2013, 42 (45), 15931-15936.
https://doi.org/10.1039/c3dt51703a

18. Son, H.-J., Jin S., Patwardhan S., Wezenberg S.J., Jeong N. C., So M., Wilmer C.E., Sarjeant A.A., Schatz G.C., Snurr R.Q. J. Am. Chem. Soc. 2013, 135 (2), 862-869.
https://doi.org/10.1021/ja310596a

19. So M.C., Jin S., Son H.-J., Wiederrecht G.P., Farha O.K., Hupp J.T. J. Am. Chem. Soc. 2013, 135 (42), 15698-15701.
https://doi.org/10.1021/ja4078705

20. Gao W.-Y., Chrzanowski M., Ma S. Chem. Soc. Rev. 2014, 43 (16), 5841-5866.
https://doi.org/10.1039/C4CS00001C

21. Sharma C.K., Broker G.A., Huddleston J.G., Baldwin J.W., Metzger R.M., Rogers R.D. J. Am. Chem. Soc. 1999, 121 (6), 1137-1144.
https://doi.org/10.1021/ja983983x

22. Loschek R., Möbius D. Chem. Phys. Lett. 1988, 151 (1), 176-182.
https://doi.org/10.1016/0009-2614(88)80091-5

23. Schmehl R., Shaw G., Whitten D. Chem. Phys. Lett. 1978, 58 (4), 549-552.
https://doi.org/10.1016/0009-2614(78)80016-5

24. Seybold P.G., Gouterman M. J. Mol. Spectrosc. 1969, 31 (1), 1-13.
https://doi.org/10.1016/0022-2852(69)90335-X

25. Weinkauf J.R., Cooper S.W., Schweiger A., Wamser C.C. J. Phys. Chem. A 2003, 107 (18), 3486-3496.
https://doi.org/10.1021/jp022046f

26. Adler A.D., Longo F.R., Kampas F., Kim J. J. Inorg. Nucl. Chem. 1970, 32 (7), 2443-2445.
https://doi.org/10.1016/0022-1902(70)80535-8

27. Pavinatto F.J., Gameiro A., Hidalgo A., Dinelli L., Romualdo L., Batista A., Neto N.B., Ferreira M., Oliveira O. Appl. Surf. Sci. 2008, 254 (18), 5946-5952.
https://doi.org/10.1016/j.apsusc.2008.03.162

28. Natali M., Luisa A., Iengo E., Scandola F. Chem. Commun. 2014, 50 (15), 1842-1844.
https://doi.org/10.1039/c3cc48882a

29. Ruggles J.L., Foran G.J., Tanida H., Nagatani H., Jimura Y., Watanabe I., Gentle I.R. Langmuir 2006, 22 (2), 681-686.
https://doi.org/10.1021/la051474k

30. Qian D.-J., Nakamura C., Miyake J. Langmuir 2000, 16 (24), 9615-9619.
https://doi.org/10.1021/la000805k

31. Qian D.-J., Nakamura C., Miyake J. Chem. Commun. 2001, (22), 2312-2313.
https://doi.org/10.1039/b106716h

32. Gregory B.W., Vaknin D., Gray J.D., Ocko B.M., Cotton T.M., Struve W.S. J. Phys. Chem. B 1999, 103 (3), 502-508.
https://doi.org/10.1021/jp9836022

33. Satake A., Kobuke Y. Org. Biomol. Chem. 2007, 5 (11), 1679-1691.
https://doi.org/10.1039/b703405a

34. Yang R., Li K., Wang K., Zhao F., Li N., Liu F. Anal. Chem. 2003, 75 (3), 612-621.
https://doi.org/10.1021/ac020467n

35. Liu B., Qian D.-J., Huang H.-X., Wakayama T., Hara S., Huang W., Nakamura C., Miyake J. Langmuir 2005, 21 (11), 5079-5084.
https://doi.org/10.1021/la050064t

36. Splan K.E., Keefe M.H., Massari A.M., Walters K.A., Hupp J. . Inorg. Chem. 2002, 41 (4), 619-621.
https://doi.org/10.1021/ic010992p

37. Qian D.-J., Nakamura C., Miyake J. Thin Solid Films 2001, 397 (1), 266-275.
https://doi.org/10.1016/S0040-6090(01)01418-3

38. Choudhury B., Weedon A.C., Bolton J.R. Langmuir 1998, 14 (21), 6192-6198.
https://doi.org/10.1021/la971337q

Attachment	Size
mhc161177a.pdf	2.53 MB

Журнал "Макрогетероциклы"

Navigation

Languages

News

Search

Effect of Transition Metal Cations on Assembly of Highly Ordered 2D Multiporphyrin Arrays on Liquid and Solid Substrates

References: