Nanosized MoO3 as a reusable heterogeneous catalyst for the synthesis of 2,6-bis(benzylidene) cyclohexanones

• Autorzy: Dighore N. R. , Anandgaonker P. L. , Gaikwad S. T. , Rajbhoj A. S.

Identyfikatory

DOI

10.1515/msp-2015-0024

• Języki publikacji: EN

Abstrakty

EN

Crystalline MoO₃ nanoparticles were obtained by electrochemical synthesis process using tetrapropylammonium bromide as a stabilizer and structure-directing agent in ACN:THF(4:1) solvent. Formation of MoO₃ nanoparticles took place at a constant supply current of 14 mA/cm2. These synthesized MoO3 nanoparticles were characterized by UV-Vis spectroscopy, FT-IR spectroscopy, powder X-ray diffraction (XRD), scanning electron microscopy (SEM). So prepared MoO₃ nanoparticles were used as a heterogeneous catalyst for the synthesis of 2,6-bis(benzylidene)cyclohexanone derivatives. This protocol offers several advantages, such as simple work-up procedure, recyclability of the catalyst, excellent product yield in a short reaction time and purification of products with a non-chromatographic method.

Słowa kluczowe

EN

electrochemical synthesis; MoO3; nanoparticles; heterogeneous catalyst; 2,6-bis benzylidene; cyclohexanone

• Wydawca: De Gruyter
• Czasopismo: Materials Science Poland
• Rocznik: 2015
• Tom: Vol. 33, No. 1
• Strony: 163--168
• Opis fizyczny: Bibliogr. 38 poz., rys., tab.

Twórcy

autor

Dighore N. R.

• Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad – 431004 (M.S.), India

autor

Anandgaonker P. L.

• Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad – 431004 (M.S.), India

autor

Gaikwad S. T.

• Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad – 431004 (M.S.), India

autor

Rajbhoj A. S.

• Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad – 431004 (M.S.), India

Bibliografia

• [1] REEVES R.L, Condensations leading to double bonds, in: S. PATAI (Ed.), in: Chemistry of Carbonyl Group, Wiley Interscience, New York, 1966, p. 567.
• [2] ROBINSON T.P., EHLERS T., HUBBARD R.B., BAI X., ARBISER J.L., GOLDSMITH D.J., BOWENA J.P., Bioorg. Med. Chem. Lett., 13 (2003), 115.
• [3] DIMMOCK J.R., PADMANILAYAM M.P., ZELLO G.A., NIENABER K.H., ALLEN T.M., SANTOS C.L., DE CLERCQ E., BALZARINI J., MANAVATHU E.K., STABLES J. P., Eur. J. Med. Chem., 38 (2003), 169.
• [4] PIANTADOSI C., HALL I.H., IRVINE J.L., CARLSON G.L., J. Med. Chem., 16 (1973), 770.
• [5] KAWAMATA J., INOUE K., INABE T., KIGUCHI M., KATO M., TANIGUCHI Y., Chem. Phys. Lett., 249 (1996), 29.
• [6] DELI J., LORAND J., SZABO D., FOLDESI A., Pharmazie, 39 (1984), 539.
• [7] OGAWA M., ISHILI Y., NAKANO T., IRIFUNE S., Jpn. Kohai Tokkyo JP 63192446 A2, in: Chem. Abstr., 63 (1988), 238034.
• [8] XIAOFANG L., XIANYONG Y., YAQING F., Chinese J. Chem., 27 (2009), 1531.
• [9] KAUSHAL G.K., Polymer, 36 (1995), 1903.
• [10] ARTICO M., SANTO R.D., COSTI R., NOVELLINO E., GRECO G., MASSA S., TRAMONTANO E., MAROGIU M.F., MONTIS A.D., COLLA P.L., J. Med. Chem., 41 (1998), 3948.
• [11] SINISTERRA J.V., GARCIA-RASO A., J. Syn. Org. Chem., (1984), 502.
• [12] HATHAWAY B.A., J. Chem. Edu., 64 (1987), 367.
• [13] IRIE K., WATANABE K., B. Chem. Soc. Jpn., 53 (1980), 1366.
• [14] ZHENG M, WANG L, SHAO J, ZHONG Q., Synthetic Commun., 27 (1997), 351.
• [15] YADAV J.S., REDDY B.V.S., NAGARAJU A., SARMA J.A.R.P., Synthetic Commun., 32 (2002), 893.
• [16] MAHDAVINIA G.H., MIRZAZADEH M., E-J. Chem., 9 (1) (2012), 49.
• [17] ZIANI N., LAMARA K., SID A., WILLEM Q., DASSONNEVILLE B., DEMONECEAU A., Eur. J. Chem., 4 (2) (2012), 176.
• [18] DAS B., THIRUPATHI P., MAHENDER I., REDDY K.R., J. Mol. Catal. A-Chem., 247 (2006), 182.
• [19] SALEHI P., DABIRI M., ZOLFIGOL M.A., BODAGHI FARD M.A., J. Brazil. Chem. Soc., 15 (2004), 773.
• [20] WANG L.M., SHENG J., TIAN H., HAN J.W., FAN Z.Y., QIAN C., J. Syn. Org. Chem, 18 (2004) 3060.
• [21] JIANJUN L., WEIKE S., NING L., Synthetic Commun., 35 (2005), 3037.
• [22] ZHOU J.F., SUN X.J., ZHU F.X., LI Y.L., GONG G.X., Synthetic Commun., 38 (2008), 4182.
• [23] AMOOZADEH A., RAHMANI S., NEMATI F., S. Afr. J. Chem.-S.-Afr. T., 63 (2010), 72.
• [24] GIRIJA D., HALEHATTY BHOJYANAIK S., VINAYKUMAR B., SUDHAMANI C.N., J. Am. Chem. Soc., 1 (3) (2011), 97.
• [25] BABU G., PERUMAL P.T., Synthetic Commun., 27 (1997), 3677
• [26] LI J., YANG W., CHEN G., LI T., Synthetic Commun., 33 (2003), 2619.
• [27] PARVIZ D., KAZEMEINI M., RASHID A.M., JOZANI K.J., J. Nanopart. Res., 12 (2010), 1509.
• [28] SHI Y., GUO B., CORR S.A., SHI Q., HU Y.S., HEIER K.R., CHEN L., SESHADRI R., STUCKY G.D., Nano Lett., 9 (12) (2009), 4215.
• [29] ZHAO Y., LIU J., ZHOU Y., ZHANG Z., XU Y., NARAMOTO H., YAMAMOTO S., J. Phys.-Condens. Mat., 15 (2003), 547.
• [30] CHEN D., J. Mater. Chem., 21 (2011), 9332.
• [31] WANG F., UEDA W., Chem. Commn., 27 (2008), 3196.
• [32] WANG F., UEDA W., Chem.-Eur. J., 15(2009), 742.
• [33] PICHAT P., MOZZANEGA M., HONG-VAN C., J. Phys. Chem., 92 (1988), 464.
• [34] CHEN J., YANG H., CHENG L., Front. Phys. China, 1 (2007), 92.
• [35] JADHAV S., NIMASE M., GAIKWAD S., RAJBHOJ A., Indian J. Chem. B, 7(4) (2011).
• [36] ANANDGAONKER P., KULKARNI G., GAIKWAD S., RAJBHOJ A., Chinese J. Catal., 35 (2014), 196.
• [37] ANANDGAONKER P., JADHAV S., GAIKWAD S., RAJBHOJ A., J. Clust. Sci., (2014), DOI 10.1007/s10876- 013-0626-8.
• [38] MAI L., HU B., CHEN W., QI Y., LAO C., YAND R., DAI Y., WANG Z., Adv. Mater, 19 (2007), 3712.