Abstract
A trinuclear cobalt cluster complex was prepared into the nanocages of dealuminated Y zeolite ([Co3(O)(CH3COO)6(py)3]-DAZY) and characterized by XRD, FT-IR, EDS, FE-SEM, AAS and BET-BJH analyses. The elemental content of Cobalt in [Co3(O)(CH3COO)6(py)3]-DAZY was estimated to be about 5.5 mg/g support on the basis of atomic absorption spectroscopy. The catalytic activity of [Co3(O)(CH3COO)6(py)3]-DAZY was evaluated in the synthesis of tri series of spiro indoline derivatives in a library synthesis via the condensation of isatins, malononitrile or ethylcyano acetate, and active methylene compounds (4-hydroxycoumarine, dimedone and pyrazoline-5-one). Corresponding products were obtained in good to excellent yields. Short reaction time, high yield of product, structural diversity of products, absence of organic solvents and the use of water as a green solvent, non-toxicity, stability and reusability of the catalyst are noteworthy advantages of the current work.
Similar content being viewed by others
References
A. Longeon, M. Guyot, and J. Vacelet (1990). Experientia 46, 548–550.
F. Zhou, Y. L. Liu, and J. Zhou (2010). Adv. Synth. Catal. 352, 1381–1407.
R. M. Williams and R. J. Cox (2003). Acc. Chem. Res. 36, 127–139.
Y. M. Litvinov, V. Y. Mortikov, and A. M. Shestopalov (2008). J. Comb. Chem. 10, 741–745.
T. H. Kang, K. Matsumoto, Y. Murakami, H. Takayama, M. Kitajima, N. Aimi, et al. (2002). Eur. J. Pharmacol. 444, 39–45.
G. Bhaskar, Y. Arun, C. Balachandran, C. Saikumar, and P. T. Perumal (2012). Eur. J. Med. Chem. 51, 79–91.
X. Jiang, Y. Sun, J. Yao, Y. Cao, M. Kai, N. He, X. Zhang, Y. Wang, and R. Wang (2012). Adv. Synth. Catal. 354, 917–925.
C. V. Galliford and K. A. Scheidt (2007). Angew. Chem. Int. Ed. 46, 8748–8758.
L. L. Andreani and E. Lapi (1960). Boll. Chim. Farm. 99, 583–586.
L. Bonsignore, G. Loy, and D. Secci (1993). Eur. J. Med. Chem. 28, 517–520.
G. Shanthi, G. Subbulakshmi, and P. T. Perumal (2007). Tetrahedron 63, 2057–2063.
S.-L. Zhu, S.-J. Ji, and Y. Zhang (2007). Tetrahedron 63, 9365–9568.
A. Molla and S. Hussain (2016). RSC Adv. 6, 5491–5502.
T. He, Q. Q. Zeng, D. C. Yang, Y. H. He, and Z. Guan (2015). RSC Adv. 5, 37843–37852.
R. Sridhar, B. Srinivas, B. Madhav, V. P. Reddy, Y. V. D. Nageswar, and K. R. Rao (2009). Can. J. Chem. 87, 1704–1707.
S. Gao, C. H. Tsai, C. Tseng, and C. F. Yao (2008). Tetrahedron 64, 9143–9149.
M. A. Ghasemzadeh, B. Mirhosseini-Eshkevari, and M. H. Abdollahi-Basir (2019). BMC Chem. 13, 119–130.
S. E. Sadat-Ebrahimi, S. M. Haghayegh-Zavareh, S. Bahadorikhalili, A. Yahya-Meymandi, M. Mahdavi, and M. Saeedi (2017). Synth. Commun. 47, 2324–2329.
M. Taheri, B. Mirza, and M. Zeeb (2018). J. Nanostruct. Chem. 8, 421–429.
A. Molla, S. Ranjan, M. S. Rao, A. H. Dar, M. Shyam, V. Jayaprakash, and S. Hussain (2018). ChemistrySelect 3, 8669–8677.
A. Ahmadkhani, K. Rad-Moghadam, and S. T. Roudsari (2019). ChemistrySelect 4, 10442–10446.
K. Niknam, A. Piran, and Z. Karimi (2016). J. Iran. Chem. Soc. 13, 859–871.
M. Baghernejad, S. Khodabakhshi, and S. Tajik (2016). New J. Chem. 40, 2704–2709.
S. F. Hojati, A. Amiri, and M. Mahamed (2020). Res. Chem. Intermed. 6, 1091–1107.
M. Salavati-Niasari, F. Farzaneh, and M. Ghandi (2016). J. Mol. Catal. A 186, 101–107.
D. Ghanbari and M. Salavati-Niasari (2015). J. Ind. Eng. Chem. 24, 284–292.
M. Yousefi, F. Gholamian, D. Ghanbari, and M. Salavati-Niasari (2011). Polyhedron 30, 1055–1060.
M. Amiri, M. Salavati-Niasari, and A. Akbari (2019). Adv. Colloid Interface Sci. 265, 29–44.
A. Abbasi, D. Ghanbari, and M. Salavati-Niasari (2016). J. Mater. Sci. Mater. Electron. 27, 4800–4809.
M. Salavati-Niasari, Z. Fereshteh, and F. Davar (2009). Polyhedron 28, 126–130.
S. Mortazavi-Derazkola, M. Salavati-Niasari, O. Amiri, and A. Abbasi (2017). J. Energy Chem. 26, 17–23.
S. Zinatloo-Ajabshir, M. Salavati-Niasari, and Z. Zinatloo-Ajabshir (2016). Mater. Lett. 180, 27–30.
L. Que Jr. (1988). Metal clusters in proteins. ACS Symp. Ser. 372, 152–178.
I. C. Gunsalus and S. G. Sligar (1978). Adv. Enzymol. Relat. Areas Mol. Biol. 47, 1.
N. Herron (1988). J. Coord. Chem. 19, 25–38.
P. P. Knops-Gerrits, D. E. de Vos, and P. A. Jacobs (1997). J. Mol. Catal. A 117, 57–70.
M. R. Maurya, C. J. J. Titinchi, and S. Chand (2004). J. Mol. Catal. A 214, 257–264.
M. L. Kantam, K. V. S. Ranganath, M. Sateesh, K. B. S. Kumar, and M. B. Choudary (2005). J. Mol. Catal. A 225, 15–20.
C. Hardacre, S. P. Katdare, D. Milroy, P. Nancarrow, D. W. Rooney, and J. M. Thompson (2004). J. Catal. 227, 44–52.
V. R. Choudhary, S. K. Jana, N. S. Patil, and S. K. Bhargava (2003). Microporous Mesoporous Mater. 57, 21–35.
M. Salavati-Niasari (2006). J. Mol. Catal. A 245, 192–199.
M. Salavati-Niasari (2005). Chem. Lett. 34, 1444–1445.
M. Salavati-Niasari (2008). J. Mol. Catal. A 284, 97–107.
M. Moosavifar, A. N. Arbat, Z. Rezvani, and K. Nejati (2015). Chin. J. Catal. 36, 1719–1725.
S. F. Hojati, A. Amiri, N. MoeiniEghbali, and S. Mohamadi (2018). Appl. Organomet. Chem. 32, e4235.
S. F. Hojati, A. Amiri, S. Mohamadi, and N. MoeiniEghbali (2018). Res. Chem. Intermed. 44, 2275–2287.
S. F. Hojati, A. H. Amiri, and H. Raouf (2017). Appl. Organomet. Chem. 31, e3595.
S. F. Hojati, N. MoeiniEghbali, S. Mohamadi, and T. Ghorbani (2018). Org. Prep. Proced. Int. 50, 408–415.
S. F. Hojati, M. Moosavifar, and T. Ghorbanipoor (2017). C. R. Chem. 20, 520–525.
M. Keshavarz, M. Abdoli-Senejani, S. F. Hojati, and Sh. Askari (2018). React. Kinet. Mech. Cat. 124, 757–766.
S. F. Hojati and H. Raouf (2016). Org. Prep. Proced. Int. 48, 474–480.
S. F. Hojati, A. H. Amiri, and E. Fardi (2020). Appl. Organomet. Chem. 34, e5604.
S. F. Hojati, M. Moosavifar, and N. MoeiniEghbali (2020). J. Chem. Sci. 132, 38–46.
C. J. Li (2005). Chem. Rev. 105, 3095.
F. Bazi, H. El Badaoui, S. Tamani, S. Sokori, A. Solhy, D. J. Macquarrie, et al. (2006). Appl. Catal. A 211, 301–314.
B. Sulikowski (1993). J. Phys. Chem. 97, 1420–1425.
M. Moosavifar, Sh. Tangestaninejad, M. Moghadam, V. Mirkhani, and I. Mohammadpoor-Baltork (2013). J. Mol. Catal. A 377, 92–101.
G. Øye, J. Sjoblom, and M. Stocker (2001). Adv. Colloid Interface Sci. 439, 89–90.
M. Moghadam, S. Tangestaninejad, V. Mirkhani, I. Mohammadpoor- Baltork, and M. Moosavifar (2009). Appl. Catal. A 358, 157–163.
L.-M. Wang, N. Jiao, J. Qju, J.-J. Yu, F.-L. Guo, and Y. Liu (2010). Tetrahedron 66, 339–343.
Md. N. Khan, D. K. Parmar, and H. B. Bhatt (2019). Asian J. Green Chem. 3, 470–482.
A. Dandia, A. K. Jain, and D. S. Bhati (2011). Synth. Commun. 41, 2905–2919.
C. Wu, R. Shen, J. Chen, and C. Hu (2013). Bull. Korean Chem. Soc. 34, 2431–2435.
M. N. Elinson, A. S. Dorofeev, F. M. Miloserdov, and G. I. Nikishi (2009). Mol. Divers. 13, 47–52.
Acknowledgements
The authors thank Hakim Sabzevari University for the financial support of this work.
Author information
Authors and Affiliations
Corresponding author
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
Hojati, S.F., Kaheh, A.S., Moosavifar, M. et al. The Application of Encapsulated Trinuclear Cobalt Cluster Complex in Y Zeolite in the One-Pot Multi-Component Synthesis of Spiro Indoline Derivatives. J Clust Sci 33, 1387–1397 (2022). https://doi.org/10.1007/s10876-021-02063-y
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10876-021-02063-y