An e cient ligand-free method for the transfer hydrogenation of ketones and aldehydes catalyzed by di erent complexes

yaşar, sedat; TAŞ, Nilay Akkuş; Özdemir, İsmail; ÇEKİRDEK, Suzan; YILDIRIM SARIKAYA, SEMİHA

An e cient ligand-free method for the transfer hydrogenation of ketones and aldehydes catalyzed by di erent complexes

Sedat YAŞAR, (Gaziosmanpaşa Üniversitesi, Fen Edebiyat Fakültesi, Kimya Bölümü, Tokat, Türkiye)

Suzan ÇEKİRDEK, (Gaziosmanpaşa Üniversitesi, Fen Edebiyat Fakültesi, Kimya Bölümü, Tokat, Türkiye)

Nilay Akkuş TAŞ, (Gaziosmanpaşa Üniversitesi, Fen Edebiyat Fakültesi, Kimya Bölümü, Tokat, Türkiye)

SEMİHA YILDIRIM SARIKAYA, (Karabük Üniversitesi, Fen Fakültesi, Kimya Bölümü, Karabük, Türkiye)

İsmail ÖZDEMİR (İnönü Üniversitesi, Fen Edebiyat Fakültesi, Kimya Bölümü, Malatya, Türkiye)

Turkish Journal of Chemistry

2 0

Yıl: 2013 Cilt: 37 Sayı: 2 Sayfa Aralığı: 292 - 298 Metin Dili: İngilizce İndeks Tarihi: 29-07-2022

An e cient ligand-free method for the transfer hydrogenation of ketones and aldehydes catalyzed by di erent complexes

Öz:

A very e cient ligand-free method was developed for the transfer hydrogenation of ketones and aldehydes catalyzed by di erent metal complexes. With this catalytic system, the catalytic performance and catalytic stability of di erent Ir, Ru, and Pd complexes were more favorable than those of the previously reported systems for transfer hydrogenation. This ligand-free catalytic system showed good stability and excellent activity even with lower catalyst concentrations for the ketones and aldehydes tested.

Anahtar Kelime:

Konular: Mühendislik, Kimya

Belge Türü: Makale Makale Türü: Araştırma Makalesi Erişim Türü: Erişime Açık

1. Albrecht, M. J.; Miecznikowski, R.; Samuel, A.; Faller, J. W.; Crabtree, R. H. Organometallics 2002, 21, 3596{3604.
2. Zinner, S. C.; Rentzsch, C. F.; Herdtweck, E.; Herrmann, W. A.; Kuhn, F. E. Dalton Trans. 2009, 35, 7055{7062.
3. (a) Turkmen, H.; Pape, T.; Hahn, F. E.; C etinkaya, B. Organometallics 2008, 27, 571{575: (b) Turkmen, H.; Pape, T.; Hahn, F. E.; C etinkaya, B. Eur. J. Inorg. Chem. 2008, 36, 5418{5423.
4. Marza, E.; Sanau, M.; Peris, E. Inorg. Chem. 2005, 44, 9961{9967.
5. Sun, J.-F.; Chen, F. B.; Dougan, A.; Xu, H.-J.; Cheng, Y.; Li, Y.-Z.; Chen, X.-T.; Xue, Z.-L. J. Organomet. Chem. 2009, 694, 2096{2105.
6. (a) Binobaid, A.; Iglesias, M.; Beetstra, D.; Dervisi, A.; Fallis, I.; Cavell, K. J. J. Eur. Inorg. Chem. 2010, 34, 5426{5431; (b) Gurbuz, N.; Yasar, S.; Ozcan, E. O.; Ozdemir, I.; Cetinkaya, B. Eur. J. Inorg. Chem. 2010, 19, 3051{3056; (c) Ozdemir, I.; Yasar, S.; C etinkaya, B. Trans. Metal Chem. 2005, 30, 831{835.
7. Aupoix, A.; Bournaud, C.; Thanh, G. V. Eur. J. Org. Chem. 2011, 2772{2776.
8. Enthaler, S.; Jackstell, R.; Hagemann, B.; Junge, K.; Erre, G.; Beller, M. J. Org. Chem., 2006, 691, 4652{4659.
9. Yasar, S.; Cavell, K. J.; Ward, B. D.; Kariuki, B. App. Organomet. Chem. 2011, 25, 374{382.
10. Gulcemal, S.; Daran, J. C.; Cetinkaya, B. Inorganica Chimica Acta 2011, 365, 264{268.
11. Kitamura, M.; Noyori R. In Rutenium in Organic Synthesis; Murashashi, S. I., Ed.; Wiley-VCH, Weinheim, 2004, pp. 3{43
12. Baude, E. A.; Linstead, R. P. J. Chem. Soc. 1954, 3544{3547.
13. (a) Gladiali, S.; Alberico, E. Chem. Soc. Rev. 2006, 35, 226{236; (b) Zassinovich, G.; Mestroni, G.; Gladiali, S. Chem. Rev. 1992, 51, 1051{1069.
14. (a) Albrecht, M.; Miecznikowski, J. R.; Samuel, A.; Faller, J. W.; Crabtree, R. H. Organometallics 2002, 21, 3596{3604; (b) Herrmann, W. A.; Baskakov, D. E.; Homann, S. D.; Bunlaksananusorn, T.; Rampf, F.; Rodefeld, L. Organometallics 2006, 25, 2449{2456.
15. Noyori, R.; Hashiguchi, S. Acc. Chem. Res. 1997, 30, 97{102; ((b) Backvall, J.-E. J. Organomet. Chem. 2002, 652, 105{111.
16. Guijarro, D.; Oscar, P.; Yus, M. Tetrahedron Lett. 2011, 52, 789{791.
17. Yong, G.; Zhang, Y.; Ying, Y. Angew. Chem., Int. Ed. 2008, 47, 9345{9348.
18. Gladiali, S.; Alberico, E. Chem. Soc. Rev. 2006, 35, 226{236.
19. Exner, C.; Pfaltz, A.; Studer, M.; Blaser, H. Adv. Synth. Catal. 2003, 345, 1253{1260.
20. Zhu, Y.; Qian, H.; Drake, B. A.; Jin, R. Angew. Chem., Int. Ed. 2010, 49, 1295{1298.
21. (a) Gnanamgari, D.; Sauer, E. L. O.; Schley, N. D.; Butler, C.; Incarvito, C. D.; Crabtree, R. H. Organometallics 2009, 28, 321{325; (b) Wylie, W. N. O.; Lough, A. J.; Morris, R. H. Organometallics 2012, 31, 2152{2165.
22. Aupoix, A.; Bournaud, C.; Vo-Thanh, G. Eur. J. Org. Chem. 2011, 15, 2772{2776.
23. (a) Enthaler, S.; Jackstell, R.; Hagemann, B.; Junge, K.; Erre, G.; Beller, M. J:Organomet. Chem. 2006, 691, 4652{4659; (b) Yasar, S.; Cavell, K. J.; Ward, B. D.; Kariuki, B. App. Organomet. Chem. 2011, 25, 374{382.
24. Noyori, R.; Hashiguchi, S. Acc. Chem. Res. 1997, 30, 97{102.
25. Hillier, A. C.; Lee, H. M.; Stevens, E. D.; Nolan, S. P. Organometallics 2001, 20, 4246{4252.
26. Sakaguchi, S.; Yamaga, T.; Ishii, Y. J. J. Org. Chem. 2001, 6 6, 4710{4712.
27. Ikhile, M. I.; Nyamori, V. O.; Bala, M. D. Tetrahedron Lett. 2012, 53, 4925{4928.
28. Sedelmeier, J.; Ley, S. V.; Baxendale, I. R. Green Chem. 2009, 11, 683{685.
29. Polshettiwar, V.; Varma, R. S. Green Chem. 2009, 11, 1313{1316.
30. Gurbuz, N.; Ozcan, E. O.; Ozdemir, I.; C etinkaya, B.; Sahin, O.; Buyukgungor, O. Dalton Trans. 2012, 41,2330{2339.

APA	yaşar s, ÇEKİRDEK S, TAŞ N, YILDIRIM SARIKAYA S, Özdemir İ (2013). An e cient ligand-free method for the transfer hydrogenation of ketones and aldehydes catalyzed by di erent complexes. , 292 - 298.
Chicago	yaşar sedat,ÇEKİRDEK Suzan,TAŞ Nilay Akkuş,YILDIRIM SARIKAYA SEMİHA,Özdemir İsmail An e cient ligand-free method for the transfer hydrogenation of ketones and aldehydes catalyzed by di erent complexes. (2013): 292 - 298.
MLA	yaşar sedat,ÇEKİRDEK Suzan,TAŞ Nilay Akkuş,YILDIRIM SARIKAYA SEMİHA,Özdemir İsmail An e cient ligand-free method for the transfer hydrogenation of ketones and aldehydes catalyzed by di erent complexes. , 2013, ss.292 - 298.
AMA	yaşar s,ÇEKİRDEK S,TAŞ N,YILDIRIM SARIKAYA S,Özdemir İ An e cient ligand-free method for the transfer hydrogenation of ketones and aldehydes catalyzed by di erent complexes. . 2013; 292 - 298.
Vancouver	yaşar s,ÇEKİRDEK S,TAŞ N,YILDIRIM SARIKAYA S,Özdemir İ An e cient ligand-free method for the transfer hydrogenation of ketones and aldehydes catalyzed by di erent complexes. . 2013; 292 - 298.
IEEE	yaşar s,ÇEKİRDEK S,TAŞ N,YILDIRIM SARIKAYA S,Özdemir İ "An e cient ligand-free method for the transfer hydrogenation of ketones and aldehydes catalyzed by di erent complexes." , ss.292 - 298, 2013.
ISNAD	yaşar, sedat vd. "An e cient ligand-free method for the transfer hydrogenation of ketones and aldehydes catalyzed by di erent complexes". (2013), 292-298.

APA	yaşar s, ÇEKİRDEK S, TAŞ N, YILDIRIM SARIKAYA S, Özdemir İ (2013). An e cient ligand-free method for the transfer hydrogenation of ketones and aldehydes catalyzed by di erent complexes. Turkish Journal of Chemistry, 37(2), 292 - 298.
Chicago	yaşar sedat,ÇEKİRDEK Suzan,TAŞ Nilay Akkuş,YILDIRIM SARIKAYA SEMİHA,Özdemir İsmail An e cient ligand-free method for the transfer hydrogenation of ketones and aldehydes catalyzed by di erent complexes. Turkish Journal of Chemistry 37, no.2 (2013): 292 - 298.
MLA	yaşar sedat,ÇEKİRDEK Suzan,TAŞ Nilay Akkuş,YILDIRIM SARIKAYA SEMİHA,Özdemir İsmail An e cient ligand-free method for the transfer hydrogenation of ketones and aldehydes catalyzed by di erent complexes. Turkish Journal of Chemistry, vol.37, no.2, 2013, ss.292 - 298.
AMA	yaşar s,ÇEKİRDEK S,TAŞ N,YILDIRIM SARIKAYA S,Özdemir İ An e cient ligand-free method for the transfer hydrogenation of ketones and aldehydes catalyzed by di erent complexes. Turkish Journal of Chemistry. 2013; 37(2): 292 - 298.
Vancouver	yaşar s,ÇEKİRDEK S,TAŞ N,YILDIRIM SARIKAYA S,Özdemir İ An e cient ligand-free method for the transfer hydrogenation of ketones and aldehydes catalyzed by di erent complexes. Turkish Journal of Chemistry. 2013; 37(2): 292 - 298.
IEEE	yaşar s,ÇEKİRDEK S,TAŞ N,YILDIRIM SARIKAYA S,Özdemir İ "An e cient ligand-free method for the transfer hydrogenation of ketones and aldehydes catalyzed by di erent complexes." Turkish Journal of Chemistry, 37, ss.292 - 298, 2013.
ISNAD	yaşar, sedat vd. "An e cient ligand-free method for the transfer hydrogenation of ketones and aldehydes catalyzed by di erent complexes". Turkish Journal of Chemistry 37/2 (2013), 292-298.