New Journal of Chemistry
Journal Name
DOI: 10.1039/C5NJ00618J
ARTICLE
Table 5 Comparison of the results obtained for epoxidation of cyclooctene catalyzed by supported oxodiperoxo molybdenum complex on
different solid supports.
Entry
1
support
Reaction conditions
Time (h)
7
Conversion (%)
85
Reference
8
SiꢀMCMꢀ41
9.07 mmol cyclooctene, 1.7
ml TBHP 5.5 M, 25 ml
CHCl , 100 mg catalyst
3
2
3
4
AlꢀMCMꢀ41
9.07 mmol cyclooctene, 1.7
ml TBHP 5.5 M, 25 ml
7
6
1
85
96
99
8
6
CHCl , 100 mg catalyst
3
Silica coated Fe O nanoparticle
1 mmol cyclooctene, 1.2
mmol TBHP, 5 ml
chloroform
2
3
MoꢀSalꢀAmpꢀCuBTC
8 mmol cyclooctene, 14.4
mmol TBHP, 10 ml
This work
chloroform, 100 mg catalyst
1
1
2 U. Ravon, M. E. Domine, C. Gaudillère, A. DesmartinꢀChomel, D.
Farrusseng, New J. Chem., 2008, 32, 937ꢀ940.
3 A. Corma, H. García, F. X. Llabrés i Xamena, Chem. Rev., 2010, 110,
4606–4655.
Conclusion
In the present work, we have succeeded in designing a new
heterogeneous oxodiperoxo molybdenum catalyst using Cu (BTC)2 14 J. Y. Lee, O. K. Farha, J. Roberts, K. A. Scheidt, S. T. Nguyen, J. T.
3
Hupp, Chem. Soc. Rev., 2009, 38, 1450ꢀ1459.
5 Zh. Wang, S. M. Cohen, Chem. Soc. Rev., 2009, 38, 1315–1329.
6 S. M. Cohen, Chem. Rev., 2012, 112, 970ꢀ1000.
7 C. Janiak, J. K. Vieth, New J. Chem., 2010, 34, 2366–2388.
8 Zh. Sun, G. Li, H. ꢀO. Liu, L. Liu, Appl. Catal., A: Gen., 2013, 466, 98ꢀ
metal organic framework as solid support. Modification of the
1
1
1
1
Cu (BTC) metal organic framework was successfully conducted by
3
2
immobilization of the molybdenum Schiff base complex into the
nanopores of the framework. The catalytic activity of the prepared
catalyst was investigated in the epoxidation of different olefins and
1
04.
allylic alcohols. The functionalized Cu (BTC)
metal organic 19 F. Zadehahmadi, Sh. Tangestaninejad, M. Moghadam, V. Mirkhani, I.
3
2
framework did not decompose during the modification process and
even during the epoxidation reaction, indicating the high efficiency
of the prepared catalyst.
MohammadpoorꢀBaltork, A. R. Khosropour, R. Kardanpour, Appl.
Catal., A: Gen., 2014, 477, 34ꢀ41.
0 M. J. Ingleson, J. P. Barrio, J. ꢀB. Guilbaud, Y. Z. Khimyak, M. J.
Rosseinsky, Chem. Commun., 2008, 2680ꢀ2682.
2
2
2
2
1 S. Bhattacharjee, D. ꢀA. Yang, W. ꢀS. Ahn, Chem. Commun., 2011, 47,
3
637ꢀ3639.
2 J. Tang, W. Dong, G. Wang, Y. Yao, L. Cai, Y. Liu, X. Zhao, J. Xu, L.
Tan, RSC Adv., 2014, 4, 42977–42982.
3 K. Leus, Y. ꢀY. Liu, M. Meledina, S. Turner, G. Van Tendeloo, P. Van
Der Voort, J. Catal., 2014, 316, 201ꢀ209.
Acknowledgments
The financial support from the University of Tehran is gratefully
appreciated.
24 J. Kim, H. ꢀY. Cho, W. ꢀS. Ahn, Catal. Surv. Asia., 2012, 16, 106–119.
2
2
2
5 S. Abednatanzi, A. Abbasi, M. MasteriꢀFarahani, J. Mol. Catal. A: Chem.,
015, 399, 10ꢀ17.
6 M. MasteriꢀFarahani, S. Abednatanzi, Inorg. Chem. Commun., 2013, 37,
9ꢀ42.
2
References
3
7 M. MasteriꢀFarahani, S. Abednatanzi, Appl. Catal., A: Gen., 2014, 478,
1
2
M. Beller, C. Bolm, Transition Metals for Fine Chemicals and Organic
Synthesis, WileyꢀVCH, Weinheim, 1998, vol.2, pp. 261ꢀ266.
S. Campestrini, F. Di Furia, P. Rossi, A. Torboli, G. Valle, J. Mol. Catal.,
211ꢀ218.
28 H. Mimoun, I. Seree de Roch, L. Sajus, Bull. Soc. Chim. Fr., 1969, 1481ꢀ
1492.
1
993, 83, 95ꢀ105.
29 K. Schlichte, T. Kratzke, S. Kaskel, Microporous Mesoporous Mater.,
2004, 73, 81ꢀ88.
3
4
5
K. A. Joergensen, Chem. Rev., 1989, 89, 431ꢀ458.
W. R. Thiel, T. Priermeier, Angew. Int. Ed. Engl., 1995, 34, 1737ꢀ1738.
M. Amini, M. M. Haghdoost, M. Bagherzadeh, Coord. Chem. Rev., 2013,
30 M. Sandstr
Öm, I. Persson, P. Persson, Acta. Chem. Scand., 1990, 44, 653ꢀ
675.
2
57, 1093–1121.
31 M. Najafi, A. Abbasi, M. MasteriꢀFarahani, V. H. Rodrigues, Inorg.
Chem. Commun., 2014, 46, 251ꢀ253.
32 A. Dhakshinamoorthy, M. Alvaro, H. Garcia, ACS Catal., 2011, 1, 48ꢀ53.
33 A. Dhakshinamoorthy, M. Alvaro, H. Garcia, J. Catal., 2009, 267, 1ꢀ4.
34 P. Neves, A. C. Gomes, T. R. Amarante, F. A. Almeida, M.
6
S. Shylesh, J. Schweizer, S. Demeshko, V. Schünemann, S. Ernst, W.R.
Thiel, Adv. Synth. Catal., 2009, 351, 1789 – 1795.
M. Jia, W.R. Thiel, Chem. Commun., 2002, 2392ꢀ2393.
M. Jia, A. Seifert, W.R. Thiel, Chem. Mater., 2003, 15, 2174ꢀ2180.
M. Jia, A. Seifert, M. Berger, H. Giegengack, S. Schulze, W.R. Thiel,
Chem. Mater., 2004, 16, 877ꢀ882.
0 M. Jia, A. Seifert, W.R. Thiel, J. Catal., 2004, 221, 319ꢀ324.
1 M. R. Maurya, M. Kumar, S. Sikarwar, React. Funct. Polym., 2006, 66,
7
8
9
Pillinger, I. S. Goncalves, A. A. Valente, Microporous Mesoporous
Mater., 2015, 202, 106ꢀ114.
1
1
8
08ꢀ818.
This journal is © The Royal Society of Chemistry 2013
J. Name., 2013, 00, 1-3 | 8