Synthesis of a Zirconium Complex of an N, O-type p- tert-Butylcalix[4]arene and Its Application in Some Multicomponent Reactions

Varun Rawat; Arkadi Vigalok; Anshu Kumar Sinha; Garima Sachdeva; Chandra Mohan Srivastava; Gyandshwar K. Rao; Arun Kumar; Mandeep Singh; Komal Rathi; Ved Prakash Verma; Bhupender Yadav; Amit Kumar Pandey; Monika Vats

doi:10.1021/acsomega.2c03187

Synthesis of a Zirconium Complex of an N, O-type p- tert-Butylcalix[4]arene and Its Application in Some Multicomponent Reactions

Varun Rawat^*, Arkadi Vigalok, Anshu Kumar Sinha, Garima Sachdeva, Chandra Mohan Srivastava, Gyandshwar K. Rao^*, Arun Kumar, Mandeep Singh, Komal Rathi, Ved Prakash Verma^*, Bhupender Yadav, Amit Kumar Pandey, Monika Vats^*

^*Corresponding author for this work

School of Chemistry

Research output: Contribution to journal › Article › peer-review

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Abstract

The synthesis and characterization of a new octahedral Zr(IV) complex of oxygen-depleted N,O-type calixarene ligand comprising two distal-functionalized pyrazole rings have been reported. The cone shape and structure of the prepared complex were confirmed univocally by single-crystal X-ray diffraction and NMR studies. The Zr metal lies at 2.091 Å from the plane of the calixarene ring. This complex has been utilized as an efficient catalyst for the synthesis of Biginelli adducts, bis(indolyl)methanes, and coumarins. This complex (Cl2Zr-calixarene) showed superior activity for these multicomponent reactions in comparison to the corresponding Ti(IV) and Zn(II) analogues. Ferrocene-appended bis(indolyl)methane, prepared using this catalyst, was also evaluated for its anticancer activity against the A-172 cell line.

Original language	English
Pages (from-to)	28471-28480
Number of pages	10
Journal	ACS Omega
Volume	7
Issue number	32
DOIs	https://doi.org/10.1021/acsomega.2c03187
State	Published - 16 Aug 2022

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Rawat, V., Vigalok, A., Sinha, A. K., Sachdeva, G., Srivastava, C. M., Rao, G. K., Kumar, A., Singh, M., Rathi, K., Verma, V. P., Yadav, B., Pandey, A. K., & Vats, M. (2022). Synthesis of a Zirconium Complex of an N, O-type p- tert-Butylcalix[4]arene and Its Application in Some Multicomponent Reactions. ACS Omega, 7(32), 28471-28480. https://doi.org/10.1021/acsomega.2c03187

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title = "Synthesis of a Zirconium Complex of an N, O-type p- tert-Butylcalix[4]arene and Its Application in Some Multicomponent Reactions",

abstract = "The synthesis and characterization of a new octahedral Zr(IV) complex of oxygen-depleted N,O-type calixarene ligand comprising two distal-functionalized pyrazole rings have been reported. The cone shape and structure of the prepared complex were confirmed univocally by single-crystal X-ray diffraction and NMR studies. The Zr metal lies at 2.091 {\AA} from the plane of the calixarene ring. This complex has been utilized as an efficient catalyst for the synthesis of Biginelli adducts, bis(indolyl)methanes, and coumarins. This complex (Cl2Zr-calixarene) showed superior activity for these multicomponent reactions in comparison to the corresponding Ti(IV) and Zn(II) analogues. Ferrocene-appended bis(indolyl)methane, prepared using this catalyst, was also evaluated for its anticancer activity against the A-172 cell line.",

author = "Varun Rawat and Arkadi Vigalok and Sinha, {Anshu Kumar} and Garima Sachdeva and Srivastava, {Chandra Mohan} and Rao, {Gyandshwar K.} and Arun Kumar and Mandeep Singh and Komal Rathi and Verma, {Ved Prakash} and Bhupender Yadav and Pandey, {Amit Kumar} and Monika Vats",

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year = "2022",

month = aug,

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doi = "10.1021/acsomega.2c03187",

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AU - Vigalok, Arkadi

AU - Sinha, Anshu Kumar

AU - Sachdeva, Garima

AU - Srivastava, Chandra Mohan

AU - Rao, Gyandshwar K.

AU - Kumar, Arun

AU - Singh, Mandeep

AU - Rathi, Komal

AU - Verma, Ved Prakash

AU - Yadav, Bhupender

AU - Pandey, Amit Kumar

AU - Vats, Monika

PY - 2022/8/16

Y1 - 2022/8/16

N2 - The synthesis and characterization of a new octahedral Zr(IV) complex of oxygen-depleted N,O-type calixarene ligand comprising two distal-functionalized pyrazole rings have been reported. The cone shape and structure of the prepared complex were confirmed univocally by single-crystal X-ray diffraction and NMR studies. The Zr metal lies at 2.091 Å from the plane of the calixarene ring. This complex has been utilized as an efficient catalyst for the synthesis of Biginelli adducts, bis(indolyl)methanes, and coumarins. This complex (Cl2Zr-calixarene) showed superior activity for these multicomponent reactions in comparison to the corresponding Ti(IV) and Zn(II) analogues. Ferrocene-appended bis(indolyl)methane, prepared using this catalyst, was also evaluated for its anticancer activity against the A-172 cell line.

AB - The synthesis and characterization of a new octahedral Zr(IV) complex of oxygen-depleted N,O-type calixarene ligand comprising two distal-functionalized pyrazole rings have been reported. The cone shape and structure of the prepared complex were confirmed univocally by single-crystal X-ray diffraction and NMR studies. The Zr metal lies at 2.091 Å from the plane of the calixarene ring. This complex has been utilized as an efficient catalyst for the synthesis of Biginelli adducts, bis(indolyl)methanes, and coumarins. This complex (Cl2Zr-calixarene) showed superior activity for these multicomponent reactions in comparison to the corresponding Ti(IV) and Zn(II) analogues. Ferrocene-appended bis(indolyl)methane, prepared using this catalyst, was also evaluated for its anticancer activity against the A-172 cell line.

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Synthesis of a Zirconium Complex of an N, O-type p- tert-Butylcalix[4]arene and Its Application in Some Multicomponent Reactions

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