Design of New Bis(1,2,3‐triazol‐1‐yl)methane‐Based Nitrogen Ligands: Synthesis and Coordination Chemistry

Author:

Martínez de Sarasa Buchaca Marc1,de la Cruz‐Martínez Felipe2,Naranjo Jesús1,Rodríguez Ana M.1,de la Torre María C.3,Castro‐Osma José A.2,Sierra Miguel A.4,Lara‐Sánchez Agustín1ORCID

Affiliation:

1. Universidad de Castilla-La Mancha-Centro de Innovación en Química Avanzada (ORFEO-CINQA) Facultad de Ciencias y Tecnologías Químicas and Instituto Regional de Investigación Científica Aplicada-IRICA 13071-Ciudad Real Spain

2. Universidad de Castilla-La Mancha-Centro de Innovación en Química Avanzada (ORFEO-CINQA) Facultad de Farmacia and Instituto Regional de Investigación Científica Aplicada-IRICA 02071- Albacete Spain

3. Instituto de Química Orgánica General Consejo Superior de Investigaciones Científicas (CSIC) Juan de la Cierva, 3 28006 -Madrid Spain

4. Departamento de Química Orgánica and Centro de Innovación en Química Avanzada (ORFEO-CINQA) Facultad de Química Universidad Complutense de Madrid 28040 -Madrid Spain

Abstract

AbstractThe reaction between bis(1,2,3‐triazol‐1‐yl)methane derivatives and nBuLi and various aldehydes, yielded novel neutral ligand precursors incorporating alcohol functional groups. The resulting compounds exhibited distinct characteristics depending on the steric hindrance of the aldehyde employed. In instances where aromatic aldehydes were utilized, functionalization occurred at the methine group bridging both triazole rings. Conversely, the use of pivalic aldehyde prompted functionalization at the C5 position of the triazole ring. These compounds were subsequently employed as ligand precursors in the synthesis of organometallic aluminum and zinc complexes, yielding dinuclear complexes with high efficiency. The structural elucidation of all compounds was accomplished through spectroscopic methods and validated by X‐ray crystallography. Preliminary catalytic investigations into the coupling reaction of cyclohexene oxide and CO2 revealed that aluminum and zinc complexes catalyzed the selective formation of polyether and polycarbonate materials, respectively.

Funder

Ministerio de Ciencia e Innovación

Junta de Comunidades de Castilla-La Mancha

Universidad de Castilla-La Mancha

Publisher

Wiley

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