ZnWO<sub>4</sub>纳米微粒高效催化合成5-苯基-1<I>H</I>-四氮唑

引用本文: 宋继梅, 赵绍娟, 王勇, 胡海琴, 师亚利, 任明松. ZnWO₄纳米微粒高效催化合成5-苯基-1H-四氮唑[J]. 无机化学学报, 2013, 29(9): 1813-1818. doi: 10.3969/j.issn.1001-4861.2013.00.258 shu

Citation: SONG Ji-Mei, ZHAO Shao-Juan, WANG Yong, HU Hai-Qin, SHI Ya-Li, REN Ming-Song. ZnWO₄ Nanoparticles as Catalyst for Synthesis of 5-Phenyl-1H-tetrazoles with High Activity[J]. Chinese Journal of Inorganic Chemistry, 2013, 29(9): 1813-1818. doi: 10.3969/j.issn.1001-4861.2013.00.258 shu

ZnWO₄纳米微粒高效催化合成5-苯基-1H-四氮唑

宋继梅 ^1, ,
赵绍娟 ^1, ,
王勇 ^2, ,
胡海琴 ^1, ,
师亚利 ^1, ,
任明松 ^1,

基金项目:
国家自然科学基金(No.21171002) (No.21171002)

安徽省自然科学基金(No.11040606M55) (No.11040606M55)

安徽省教育厅自然科学基金(No.KJ2010A015)资助项目。 (No.KJ2010A015)

摘要: 约10 nm大小的ZnWO₄纳米微粒通过简单的溶剂热方法成功合成出来,将其应用于催化苯甲腈[3+2]环加成合成5-苯基-1H-四氮唑的反应。结果表明,0.2 mmol的ZnWO₄纳米微粒110℃催化反应10 h,合成产物的产率达到81%;非晶态、纳米棒ZnWO₄作为催化剂的产率分别为43%和65%。显然,催化剂用量少,反应时间短,反应条件温和,催化效率高。这或许归因于ZnWO₄纳米微粒的小尺寸和高分散性,导致其比表面积大,活性位点多。ZnWO₄纳米微粒表面的不饱和W原子与腈基作用,活化了腈基从而加速了反应的进行。

关键词:

纳米微粒;ZnWO₄;催化;5-苯基-1H-四氮唑

English

ZnWO₄ Nanoparticles as Catalyst for Synthesis of 5-Phenyl-1H-tetrazoles with High Activity

1.
1 College of Chemistry and Chemical Engineering, Anhui University, Hefei 230601, China;
Received Date: 29 January 2013
Fund Project:
国家自然科学基金(No.21171002)

安徽省自然科学基金(No.11040606M55)

安徽省教育厅自然科学基金(No.KJ2010A015)资助项目。

Abstract: ZnWO₄ nanoparticles were synthesized by a facile solvothermal method. ZnWO₄ nanoparticles were utilized as the catalyst for the formation of 5-phenyl-1H-tetrazoles from cyclo-addition reaction. The results show that the yield reaches 81% when 0.2 mmol catalyst is used at 110℃ for 10 h. However, the yield only reaches 43% and 65% for amorphous and nanorods ZnWO₄, respectively. Clearly, ZnWO₄ nanoparticles display superior catalytic performance. This high activity might be attributed to the larger surface area and more active sites that originate from the small size and good dispersibility of ZnWO₄ nanoparticles. The unsaturated W atoms on the surface of ZnWO₄ nanoparticles can activate the nitriles and enhance the reactivity for azides.

Key words:

nanoparticles;ZnWO₄;catalysis;5-phenyl-1H-tetrazoles

1. [1] Tsarevsky N V, Bernaerts K V, Dufour B, et al. Macromole-cules., 2004,37:9308-9313[1] Tsarevsky N V, Bernaerts K V, Dufour B, et al. Macromole-cules., 2004,37:9308-9313
2. [2] Herr R J. Bioorg. Med. Chem., 2002,10:3379-3393[2] Herr R J. Bioorg. Med. Chem., 2002,10:3379-3393
3. [3] Bavetsias V, Marriott J H, Melin C, et al. J. Med. Chem., 2000,43:1910-1926[3] Bavetsias V, Marriott J H, Melin C, et al. J. Med. Chem., 2000,43:1910-1926
4. [4] Wittenberger S. J. Org. Prep. Proced. Int., 1994,26:499-531[4] Wittenberger S. J. Org. Prep. Proced. Int., 1994,26:499-531
5. [5] Ostrovskii V A, Pevzner M S, Kofmna T P, et al. Targets Heterocycl. Syst., 1999,3:467[5] Ostrovskii V A, Pevzner M S, Kofmna T P, et al. Targets Heterocycl. Syst., 1999,3:467
6. [6] Hiskey M, Chavez D E, Naud D L, et al. Proc. Int. Pyrotech. Semin., 2000,27:3-14[6] Hiskey M, Chavez D E, Naud D L, et al. Proc. Int. Pyrotech. Semin., 2000,27:3-14
7. [7] Koldobskii G I, Ostrovskii V A. Usp. Khim., 1994,63:847-865[7] Koldobskii G I, Ostrovskii V A. Usp. Khim., 1994,63:847-865
8. [8] Huisgen R, Sauer J, Sturn H J. Chem. Ber., 1960,93:2106-2124[8] Huisgen R, Sauer J, Sturn H J. Chem. Ber., 1960,93:2106-2124
9. [9] Abu-Eittah R H, El-Kelany. Spectrochim. Acta. Part A, 2012, 99:316-328[9] Abu-Eittah R H, El-Kelany. Spectrochim. Acta. Part A, 2012, 99:316-328
10. [10] Terrence R B J, Yao Z J, Gao Y, et al. Bioorg. Med. Chem., 2001,9:1439-1445[10] Terrence R B J, Yao Z J, Gao Y, et al. Bioorg. Med. Chem., 2001,9:1439-1445
11. [11] Herandez A S, Cheng P T W, Musial C M, et al. Bioorg. Med. Chem., Lett., 2007,17:5928-5933[11] Herandez A S, Cheng P T W, Musial C M, et al. Bioorg. Med. Chem., Lett., 2007,17:5928-5933
12. [12] Wang L Z, Qu Z R, Zhao H. Inorg. Chem.,2003,42:3969-3971[12] Wang L Z, Qu Z R, Zhao H. Inorg. Chem.,2003,42:3969-3971
13. [13] Amantini D, Beleggia R, Fringuelli F, et al. J. Org. Chem., 2004,69:2896-2898[13] Amantini D, Beleggia R, Fringuelli F, et al. J. Org. Chem., 2004,69:2896-2898
14. [14] Aridoss G, Zhao C Q, Borosky G L, et al. J. Org. Chem., 2012,77:4152-4155[14] Aridoss G, Zhao C Q, Borosky G L, et al. J. Org. Chem., 2012,77:4152-4155
15. [15] Ostrovskii V A, Koren A O. Heterocycles., 2000,53:1421-1448[15] Ostrovskii V A, Koren A O. Heterocycles., 2000,53:1421-1448
16. [16] Harding M M, Mokdsi G. Curr. Med. Chem., 2000,7(12): 1289-1303[16] Harding M M, Mokdsi G. Curr. Med. Chem., 2000,7(12): 1289-1303
17. [17] Demko Z P, Sharpless K B. J. Org. Chem., 2001,66:7945-7950[17] Demko Z P, Sharpless K B. J. Org. Chem., 2001,66:7945-7950
18. [18] Zhou Y, Yao C, Ni R J, et al. Synth. Commun., 2010,40: 2624-2632[18] Zhou Y, Yao C, Ni R J, et al. Synth. Commun., 2010,40: 2624-2632
19. [19] He J H, Li B J, Chen F S, et al. J. Mol. Catal. A, 2009,304: 135-138[19] He J H, Li B J, Chen F S, et al. J. Mol. Catal. A, 2009,304: 135-138
20. [20] Aridoss G, Laali K K. Eur. J. Org. Chem., 2011:6343-6355[20] Aridoss G, Laali K K. Eur. J. Org. Chem., 2011:6343-6355
21. [21] Lang L M, Li B J, Liu W, et al. Chem. Comm., 2010,46:448-450[21] Lang L M, Li B J, Liu W, et al. Chem. Comm., 2010,46:448-450
22. [22] Liu Y X, Song H, Zhang Q H, et al. Ind. Eng. Chem. Res., 2012,51:4779-4893[22] Liu Y X, Song H, Zhang Q H, et al. Ind. Eng. Chem. Res., 2012,51:4779-4893
23. [23] Zhu L P, Zhang W D, Xiao H M, et al. J. Phys. Chem. C., 2008,112:10073-10078[23] Zhu L P, Zhang W D, Xiao H M, et al. J. Phys. Chem. C., 2008,112:10073-10078
24. [24] Zhong L S, Hu J S, Liang H P, et al. J. Adv. Mater., 2006, 18:2426-2431[24] Zhong L S, Hu J S, Liang H P, et al. J. Adv. Mater., 2006, 18:2426-2431
25. [25] Yu D B, Sun X Q, Zou J W, et al. J. Phys. Chem. B, 2006, 110:21667-21671[25] Yu D B, Sun X Q, Zou J W, et al. J. Phys. Chem. B, 2006, 110:21667-21671
26. [26] LI Lei(李蕾), ZENG Shu-yuan(曾涑源), MI Yu-wei(米玉伟), et al. Chinese J. Inorg. Chem.(Wuji Huaxue Xuebao), 2012, 8(28):1643-1650[26] LI Lei(李蕾), ZENG Shu-yuan(曾涑源), MI Yu-wei(米玉伟), et al. Chinese J. Inorg. Chem.(Wuji Huaxue Xuebao), 2012, 8(28):1643-1650
27. [27] Lin J, Lin J, Zhu Y F. Inorg. Chem., 2007,46(20):8372-8378[27] Lin J, Lin J, Zhu Y F. Inorg. Chem., 2007,46(20):8372-8378
28. [28] Gillet M, Lemire C, Gillet E, et al. Surf. Sci., 2003,532:519-526[28] Gillet M, Lemire C, Gillet E, et al. Surf. Sci., 2003,532:519-526
29. [29] Nagornaya L, Burachas S, Vostretsov Y, et al. J. Cryst. Growth., 1999,877:199-199[29] Nagornaya L, Burachas S, Vostretsov Y, et al. J. Cryst. Growth., 1999,877:199-199
30. [30] Wahl D, Mykhaylyk M S, Mikhailik V B et al. J. Appl. Phys., 2005,97:083523-083523[30] Wahl D, Mykhaylyk M S, Mikhailik V B et al. J. Appl. Phys., 2005,97:083523-083523
31. [31] Song J M, Wang H, Li Y P, et al. Mater. Res. Bull., 2012, 47:315-320[31] Song J M, Wang H, Li Y P, et al. Mater. Res. Bull., 2012, 47:315-320
32. [32] Dambournet D, Leclerc H, Vimont A, et al. Phys. Chem. Chem. Phys., 2009,11:1369-1379[32] Dambournet D, Leclerc H, Vimont A, et al. Phys. Chem. Chem. Phys., 2009,11:1369-1379
33. [33] ZENG Yu-Feng(曾玉凤), LIU Zi-Li(刘自力), QIN Zu-Zeng (秦祖赠), et al. Chinese J. Mole. Catal.(Fenzi Cuihua), 2009,23(1):53-56[33] ZENG Yu-Feng(曾玉凤), LIU Zi-Li(刘自力), QIN Zu-Zeng (秦祖赠), et al. Chinese J. Mole. Catal.(Fenzi Cuihua), 2009,23(1):53-56

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沈阳化工大学材料科学与工程学院沈阳 110142

ZnWO₄纳米微粒高效催化合成5-苯基-1H-四氮唑

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