Abstract
This work shows the biosynthesis of gold clusters and nanoparticles (AuNPs) from a solution of gold in a mixture of ammonium chloride and nitric acid treated with two different Mexican plants extracts, Toad Leaf (Eryngium heterophyllum, SF) and Cuachalalate (Amphipterygium adstringens, CF) as bioreductants. Subsequently, the gold entities were supported on the ordered mesoporous material SBA-15 functionalized with mercaptopropyl groups (1.6 wt% of sulphur). The gold contents were 0.7 wt% and 1.1 wt% for the CF and SF samples, respectively. UV–vis spectroscopy and TEM show the presence of gold nanoclusters in both samples, while very minor amount of AuNPs is detected only in the sample with the highest Au content (SF). The Au/SBA-15 materials are active in the aerobic oxidation of cyclohexene at 65 °C and atmospheric pressure. Two of the catalytic reaction products come from the addition of oxygen to the double bond of cyclohexene: cyclohexene epoxide and cyclohexanediol, while the other three come from allylic oxidation of the ring, which is the major reaction pathway: 2-cyclohexen-1-ol, 2-cyclohexen-1-one and 2-cyclohexenyl hydroperoxide, being the two first the major stable reaction products, while the enone/enol ratio is nearly 2. It has been found that the gold nanoclusters initially present in the catalysts evolve toward AuNPs during catalytic reaction.
Graphic Abstract
Similar content being viewed by others
References
Hashmi ASK, Hutchings GJ (2006) Angew Chem Int Ed 45:7896–7936
Corma A, García H (2008) Chem Soc Rev 37:2096–2126
Zang Y, Cui X, Shi F, Deng Y (2012) Chem Rev 112:2467–2505
Zhao P, Li N, Astruc D (2013) Coord Chem Rev 257:638–665
Shankar SS, Ahmad A, Pasricha R, Sastry M (2003) J Mater Chem 13:1822–1826
Iravani S (2011) Green Chem 13:2638–2650
Mittal AC, Chisti Y, Banerjee UC (2013) Biotechnol Adv 31:346–356
Palomo JM, Filici M (2016) Nanomaterials 6:84
Noruzi M (2015) Bioprocess Biosyst Eng 38:1–14
Ahmed S, Annu S, Ikram S, Yudha S (2016) J Photochem Photobiol B 161:141–153
Mubarakali D, Thajuddin N, Jeganathan K, Gunasekaran M (2011) Colloids Surf B 85:360–365
Mayoral A, Agúndez J, Pascual-Valderrama IM, Pérez-Pariente J (2014) Gold Bull 47:161–165
Rodriguez-Canales M, Jimenez-Rivas R, Canales-Martinez MM, Garcia-Lopez AJ, Rivera-Yañez N, Nieto-Yañez O, Ledesma-Soto Y, Sanchez-Torres LE, Rodriguez-Sosa M, Terrazas LI, Rodriguez-Monroy MA (2016) Mediat Inflamm 2016:8543561
Olivera OAG, Soto HM, Martínez VM, Terrazas ST, Solares AF (1999) J Ethnopharmacol 68:109–113
García-Gómez Y, Mendieta-Alcántara R, Mendieta-Zerón H (2019) Tradit Integr Med 4:22–27
Hughes MD, Xu YJ, Jenkins P, McMorn P, Landon P, Enache DI, Carley AF, Attard GA, Hutchings GJ, King F, Stitt EH, Johnston P, Griffin K, Kiely CJ (2005) Nature 437:1132–1135
Bawaked SN, Dummer F, Dimitratros N, Bethell D, He Q, Kiely CJ, Hutchings GJ (2009) Green Chem 11:1037–1044
Agundez J, Martin L, Mayoral A, Pérez-Pariente J (2018) Catal Today 304:172–180
Agúndez J, Ares C, Márquez-Álvarez C, Pérez-Pariente J (2020) Mol Catal 488:110922
De la Serna Valdés R, Agúndez J, Márquez-Álvarez C, Pérez-Pariente J (2020) Catal Today 354:77–89
Margolese D, Melero JA, Christiansen SC, Chmelka BF, Stucky GD (2000) Chem Mater 12:2448–2459
Thielemann JP, Girgsdies F, Schlög R, Hess C (2011) Beilstein J Nanotechnol 2:110–118
Díaz I, Márquez-Álvarez C, Mohino F, Pérez-Pariente J, Sastre E (2000) J Catal 193:283–294
Woehrle GH, Warner MG, Hutchinson JE (2002) J Phys Chem B 106:9979–9981
Link S, El-Sayed MA (1999) J Phys Chem B 103:4212–4421
Mayoral A, Carey T, Anderson PA, Díaz I (2013) Microporous Mesoporous Mater 166:117–122
Ghadamgahi S (2019) J Nano Res 57:1–6
Acknowledgements
J. A. P. acknowledges the Molecular Sieves Group of ICP-CSIC in Madrid for the stay made in my sabbatical period, Especially Dr. Joaquín Pérez Pariente and Dr. Enrique Sastre for the tutorials and support in this research stay. The authors also acknowledge the funding of the Spanish Ministry of Science, Innovation and Universities (formerly the Spanish Ministry of Economy and Competitiveness) through Project MAT2016-77496-R.
Author information
Authors and Affiliations
Corresponding authors
Additional information
Publisher's Note
Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.
Rights and permissions
About this article
Cite this article
Aguilar-Pliego, J., Nuñez, R.Z., Agundez, J. et al. Biosynthesis of Gold Clusters and Nanoparticles by Using Extracts of Mexican Plants and Evaluation of Their Catalytic Activity in Oxidation Reactions. Catal Lett 151, 1604–1611 (2021). https://doi.org/10.1007/s10562-020-03416-4
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10562-020-03416-4