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Synthesis of New bis 1- and 5-Substituted 1H-Tetrazoles via Huisgen-Type 1,3-Dipolar Cycloadditions

1
Departamento de Química, Universidad Autónoma Metropolitana-Iztapalapa, San Rafael Atlixco 186, Col. Vicentina, C.P. 09340, Iztapalapa, Ciudad de México, Mexico
2
Laboratorio de Fisicoquímica y Reactividad de Superficies, Instituto de Investigaciones en Materiales, Universidad Nacional Autónoma de México, Circuito Exterior S/N, Ciudad Universitaria, C.P. 04510, Coyoacán, Ciudad de México, Mexico
*
Authors to whom correspondence should be addressed.
Presented at the 22nd International Electronic Conference on Synthetic Organic Chemistry, 15 November– 15 December 2018; Available Online: https://sciforum.net/conference/ecsoc-22.
Proceedings 2019, 9(1), 32; https://doi.org/10.3390/ecsoc-22-05780
Published: 1 April 2019
PDF [393 KB, uploaded 1 April 2019]

Abstract

The synthesis and characterization of one symmetrical bis-1-substituted-1H-tetrazole (69%) via a Huisgen-type 1,3-dipolar cycloaddition, as well as, one symmetrical aza-linked bis-5-substituted-1H-tetrazole (57%) via a classic Huisgen 1,3-dipolar cycloaddition followed by a reductive aza-coupling under greener reaction conditions are described. The main reason behind these tetrazole-based ligands is to construct novel Metal-Organic Framework (MOF) architectures to evaluate their CO2 capture properties under relative humidity conditions. It is worthy to note that both herein reported products have not been synthesized nor isolated, anywhere. Besides, the synthesis of new ligands to fabricate novel MOFs with potential application in environmental remediation has become a highly valued field of opportunity for synthetic chemists and materials engineers.
Keywords: Symmetrical bis-tetrazole-based ligands; Huisgen 1,3-dipolar cycloadditions; MOFs chemistry; CO2 capture properties Symmetrical bis-tetrazole-based ligands; Huisgen 1,3-dipolar cycloadditions; MOFs chemistry; CO2 capture properties
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).
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Blanco-Carapia, R.E.; Flores-Reyes, J.C.; Medina-Martínez, Y.; Islas-Jácome, P.; Pérez-Martínez, D.; Lomas-Romero, L.; Ibarra, I.A.; Islas-Jácome, A.; González-Zamora, E. Synthesis of New bis 1- and 5-Substituted 1H-Tetrazoles via Huisgen-Type 1,3-Dipolar Cycloadditions. Proceedings 2019, 9, 32.

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