Collect. Czech. Chem. Commun. 2010, 75, 1023-1040
https://doi.org/10.1135/cccc2010064
Published online 2010-10-04 08:43:08

Synthesis, crystal structures and electrochemistry of ferrocenyl-substituted 1,3,4-oxadiazoles

Jiří Tauchman, Jakub Trnka, Ivana Císařová and Petr Štěpnička*

Charles University in Prague, Faculty of Science, Department of Inorganic Chemistry, Hlavova 2030, 128 40 Prague 2, Czech Republic

References

1a. Nesynov E. P., Grekov A. P.: Usp. Khim. 1964, 33, 1184 (English version: Russ. Chem. Rev. 1964, 33, 508). <https://doi.org/10.1070/RC1964v033n10ABEH001476>
1b. Hetzheim A., Möckel K.: Adv. Heterocycl. Chem. 1967, 7, 183. <https://doi.org/10.1016/S0065-2725(08)60591-7>
1c. Jakopin Ž., Sollner Dolenc M.: Curr. Org. Chem. 2008, 12, 850. <https://doi.org/10.2174/138527208784911860>
1d. Krasovitskii B. M., Bolotin B. M.: Organic Luminiscent Materials. Wiley-VCH, Weinheim 1988.
2. Popp F. D., Moynahan E. B.: J. Heterocycl. Chem. 1970, 7, 739. <https://doi.org/10.1002/jhet.5570070352>
3. Lorkowski H.-J., Pannier R., Wende A.: J. Prakt. Chem. 1967, 35, 149. <https://doi.org/10.1002/prac.19670350308>
4. Chiang C. C., Chen H.-C., Lee C., Leung M., Lin K.-R., Hsieh K.-H.: Chem. Mater. 2008, 20, 540. <https://doi.org/10.1021/cm702217u>
5. Sarhan A. A. O., Izumi T.: J. Organomet. Chem. 2003, 675, 1. <https://doi.org/10.1016/S0022-328X(03)00216-X>
6. Ainsworth C.: J. Am. Chem. Soc. 1955, 77, 1148. <https://doi.org/10.1021/ja01610a019>
7a. Osgerby J. M., Pauson P. L.: J. Chem. Soc. 1961, 4604. <https://doi.org/10.1039/jr9610004604>
7b. Štěpnička P., Císařová I., Nižňanský D., Bakardjieva S.: Polyhedron 2010, 29, 134. <https://doi.org/10.1016/j.poly.2009.06.034>
8. Kojima T., Noguchi D., Nakayama T., Inagaki Y., Shiota Y., Yoshizawa K., Ohkubo K., Fukuzumi S.: Inorg. Chem. 2008, 47, 886. <https://doi.org/10.1021/ic7016038>
9. Isobe T., Ishikawa T.: J. Org. Chem. 1999, 64, 6989. <https://doi.org/10.1021/jo9909756>
10. Nakamoto K.: Infrared and Raman Spectra of Inorganic and Coordination Compounds, 5th ed., Part B, Chap. IV-6, p. 285. Wiley, New York 1997.
11. Belenkii L. I., Luiksaar S. I., Poddubnyi I. S., Krayushkin M. M.: Izv. Akad. Nauk SSSR, Ser. Khim. 1998, 2309 (English version: Russ. Chem. Bull. 1998, 47, 2238).
12. Emmerling F., Reck G., Kraus W., Orgzall I., Schulz B.: Cryst. Res. Technol. 2008, 43, 99 (structure determined from X-ray powder diffraction data). <https://doi.org/10.1002/crat.200711053>
13. Kuzentsov V. P., Patsenker L. D., Lokshin A. I., Tolmachev A. V.: Funct. Mater. 1996, 3, 460.
14a. Reck G., Orgzall I., Schulz B.: Acta Crystallogr., Sect. E: Struct. Rep. Online 2003, 59, o1135. <https://doi.org/10.1107/S1600536803014867>
14b. The geometric parameters were calculated from the data deposited with the Cambridge Crystallographic Data Centre (refcode: OJIFES).
15a. Dong Y.-B., Wang H.-Y., Ma J.-P., Shen D.-Z., Huang R.-Q.: Inorg. Chem. 2005, 44, 4679. <https://doi.org/10.1021/ic050218s>
15b. The geometric parameters were calculated from the data deposited with the Cambridge Crystallographic Data Centre (refcode: LARMIB).
16a. Reck G., Orgzall I., Schulz B., Dietzel B.: Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 2003, 59, o634. <https://doi.org/10.1107/S0108270103021413>
16b. The geometric parameters were calculated from the data deposited with the Cambridge Crystallographic Data Centre (refcodes: BEBMAX and BEMAX01; two polymorphs).
17a. Spek A. L.: J. Appl. Crystallogr. 2003, 36, 7. <https://doi.org/10.1107/S0021889802022112>
17b. The program is available via the Internet at http://www.cryst.chem.uu.nl/platon/.
18. Shanmuga Sundara Raj S., Yamin B. M., Boshaala A. M. A., Tarafder M. T. H., Crouse K. A., Fun H.-K.: Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 2000, 56, 1011. <https://doi.org/10.1107/S0108270100007010>
19. Some intermolecular C–H···O contacts are also detected.
20. Altomare A., Burla M. C., Camalli M., Cascarano G. L., Giacovazzo C., Guagliardi A., Moliterni A. G. G., Polidori G., Spagna R.: J. Appl. Crystallogr. 1999, 32, 115. <https://doi.org/10.1107/S0021889898007717>
21. Sheldrick G. M: SHELXL97, Program for Crystal Structure Refinement from Diffraction Data. University of Göttingen, Göttingen 1997.