Phenyl Substituted Porphyrins. Part 4. Acylation of Hydroxyphenylporphyrins

Mariya A. Salnikova, Tatiana V. Lubimova, Aleksey V. Glazynov, Sergei A. Syrbu,^@ Alexander S. Semeikin and Oscar I. Koifman

Ivanovo State University of Chemistry and Technology, 153000 Ivanovo, Russia

^@Corresponding author E-mail: syrbu@isuct.ru

Macroheterocycles 2013 6(1) 53-58

DOI: 10.6060/mhc130118s

Acylation of hydroxyphenylporphyrins by carboxylic acids in the presence of carbodiimides was studied and the optimal reaction conditions were determined. Some new esters of various hydroxyphenylporphyrins were synthesized.

References:

Click here to expand or collapse this section

1. Golubchikov O.A. In: Porfiriny: Spektroscopiya, Elektrokhimiya, Primenenie [Porphyrins: Spectroscopy, Electrochemistry, Application] (Enikolopyan N.S., Ed.) Moscow: Nauka. 1987, 384 p. (in Russ.).

2. Reshetnikov A.V., Shvetz V.I., Ponomarev G.V. In: Uspekhi Khimii Porfirinov [The Advances in Porpyrin Chemistry]. Vol. 2 (Golubchikov O.A., Ed.) St. Petersburg: NII Khimii SPbGU 1999, 70-114 (in Russ.).

3. Evstigneeva R.P. Uspekhi Khimii Porfirinov [The Advances in Porpyrin Chemistry]. Vol. 2 (Golubchikov O.A., Ed.) St-Petersburg, NII Khimii SPbGU 1999, 115-127 (in Russ.).

4. Kurek S.S. In: Uspekhi Khimii Porfirinov [The Advances in Porpyrin Chemistry]. Vol. 2 (Golubchikov O.A., Ed.) St. Petersburg: NII Khimii SPbGU. 1999, 223-241 (in Russ.).

5. Evstigneeva R.P. In: Uspekhi Khimii Porfirinov [The Advances in Porpyrin Chemistry]. Vol. 3 (Golubchikov O.A., Ed.) St. Petersburg: NII Khimii SPbGU. 2001, 150-159 (in Russ.).

6. Solov’ova A.B., Rumyntzeva T.N. In: Uspekhi Khimii Porfirinov [The Advances in Porpyrin Chemistry]. Vol. 3 (Golubchikov O.A., Ed.) St-Petersburg: NII Khimii SPbGU. 2001, 245-259 (in Russ.).

7. Bykova V.V., Usol’tzeva N.V., Semeikin A.S., Anan’eva G.A., Karmanova T.V. Zhidkie Kristalli i ikh Prakticheskoe Ispol’zovanie [Liquid Crystals and Their Practical Application] 2007, Issue 4 (22), 67-74. (in Russ.).

8. Bykova V.V., Usol’tzeva N.V., Semeikin A.S., Anan’eva G.A., Karmanova T.V., Lubimova T.V. Zhidkie Kristalli I ikh Prakticheskoe Ispol’zovanie [Liquid Crystals and Their Practical Application] 2008, Issue 2 (24), 28-34. (in Russ.).

9. Syrbu S.A., Semeikin A.S., Berezin B.D., Koifman O.I. Khim. Geterotsikl. Soedin. 1989, 1373-1377 (in Russ.) [Chem. Heterocycl. Compd. 1989, 1149-1153 (engl. transl.)].

10. Syrbu S.A., Semeikin A.S., Koifman O.I., Berezin B.D. Khim. Geterotsikl. Soedin. 1987, 781-786 (in Russ.) [Chem. Heterocycl. Compd. 1987, 645-650 (engl. transl.)].

11. Kamachi M., Cheng X.S., Kida T., Kajiwara A., Shibasaka M., Nagata S. Macromolecules 1987, 20, 2665-2669.
http://dx.doi.org/10.1021/ma00177a005

12. Yu M., Liu G.F., Cui X.L. J. Porphyrins Phthalocyanines 2005, 9, 231-239.
http://dx.doi.org/10.1142/S1088424605000290

13. Gerasimova O.A., Milaeva E.R., Shpakovsky D.B., Semeikin A.S., Syrbu S.A. Russ. Chem. Bull., Int. Ed. 2007, 56, 831-834 [Izv. Akad. Nauk, Ser. Khim. 2007, 56, 800-803, in Russ.].

14. Matile S., Hansen T., Stocker A., Woggon W.-D. Helv. Chim. Aсta 1994, 77, 1087-1098.
http://dx.doi.org/10.1002/hlca.19940770422

15. Mehta G., Muthusamy S., Maiya B.G., Sirish M. J. Chem. Soc., Perkin Trans. I. 1996, 2421-2423.
http://dx.doi.org/10.1039/p19960002421

16. Zimmerman S.C., Zharov I., Wendland M.S., Rakow N.A., Suslick K.S. J. Am. Chem. Soc. 2003, 125, 13504-13518.
http://dx.doi.org/10.1021/ja0357240

17. Bhyrappa P., Vaijayanthimala G., Suslick K.S. J. Am. Chem. Soc. 1999, 121, 262-263.
http://dx.doi.org/10.1021/ja983411c

18. Wang Q.M., Bruce D.W. Chem. Commun. 1996, 2505-2506.
http://dx.doi.org/10.1039/cc9960002505

19. Lindsey J.S., Scheriman I.C., Hsu H.C., Kearney P.C., Marguerettaz A.M. J. Org. Chem. 1987, 52, 827-836.
http://dx.doi.org/10.1021/jo00381a022

20. Lindsey J.S., Hsu H.C., Schreiman I.C. Tetrahedron Lett. 1986, 27, 41, 4969-4970.
http://dx.doi.org/10.1016/S0040-4039(00)85109-6

21. Lindsey J.S., MacCrum K.A., Tyhonas J.S., Chuang Y.-Y. J. Org. Chem. 1994, 59, 579-587.
http://dx.doi.org/10.1021/jo00082a014

22. Lindsey J.S., Wagner R.W. J. Org. Chem. 1989, 54, 828-836.
http://dx.doi.org/10.1021/jo00265a021

23. Li F., Yang K., Tyhonas J.S., MacCrum K.A., Lindsey J.S. Tetrahedron 1997, 53, 12339-12360.
http://dx.doi.org/10.1016/S0040-4020(97)00770-9

24. van der Made A.W., Hoppenbrouwer E.J.H., Nolte R.J.M., Drenth W. Rec. Trav. Chim. Pays-Bas. 1988, 107, 15-16.
http://dx.doi.org/10.1002/recl.19881070104

25. Syrbu S.A., Semeikin A.S. Zh. Org. Khim. 1999, 35, 1262-1265 (in Russ.).

26. Semeikin A.S., Koifman O.I., Berezin B.D. Khim. Geterotsikl. Soedin. 1983, 798-801 (in Russ.) [Chem. Heterocycl. Compd. 1983, 629-632 (engl. transl.)].

27. Semeikin A.S., Koifman O.I., Berezin B.D., Syrbu S.A. Khim. Geterotsikl. Soedin. 1986, 1359-1362 (in Russ.) [Chem. Heterocycl. Compd. 1986, 1082-1083 (engl. transl.)]

28. Mikhalitsyna E.A., Tyurin V.S., Nefedov S.E., Syrbu S.A., Semeikin A.S., Koifman O.I., Beletskaya I.P. Eur. J. Inorg. Chem. 2012, 5979-5990.
http://dx.doi.org/10.1002/ejic.201200868

29. Kolodina E.A., Lubimova T.V., Syrbu S.A., Semeikin A.S. Macroheterocycles 2009, 2, 33-41.

30. Kolodina E.A., Syrbu S.A., Semeikin A.S., Koifman O.I. Zh. Org. Khim. 2010, 46, 136-141 (in Russ.).

Attachment	Size
mhc2013_t06n1_53-58.pdf	640 KB

Журнал "Макрогетероциклы"

Navigation

Languages

News

Search