Literature DB >> 33467746

Synthesis of Silsesquioxanes with Substituted Triazole Ring Functionalities and Their Coordination Ability.

Monika Rzonsowska1,2, Katarzyna Kozakiewicz1, Katarzyna Mituła1,2, Julia Duszczak1,2, Maciej Kubicki3, Beata Dudziec1,2.   

Abstract

A synthesis of a series of n class="Chemical">mono-T8 and difunctionalized double-decker silsesquioxanes bearing substituted triazole ring(s) has been reported within this work. The catalytic protocol for their formation is based on the copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) process. Diverse alkynes were in the scope of our interest-i.e., aryl, hetaryl, alkyl, silyl, or germyl-and the latter was shown to be the first example of terminal germane alkyne which is reactive in the applied process' conditions. From the pallet of 15 compounds, three of them with pyridine-triazole and thiophenyl-triazole moiety attached to T8 or DDSQ core were verified in terms of their coordinating properties towards selected transition metals, i.e., Pd(II), Pt(II), and Rh(I). The studies resulted in the formation of four SQs based coordination compounds that were obtained in high yields up to 93% and their thorough spectroscopic characterization is presented. To our knowledge, this is the first example of the DDSQ-based molecular complex possessing bidentate pyridine-triazole ligand binding two Pd(II) ions.

Entities:  

Keywords:  CuAAC; bidentate ligand; click chemistry; coordination compounds; polyhedral oligomeric silsesquioxane (SQs)

Mesh:

Substances:

Year:  2021        PMID: 33467746      PMCID: PMC7830482          DOI: 10.3390/molecules26020439

Source DB:  PubMed          Journal:  Molecules        ISSN: 1420-3049            Impact factor:   4.411


  30 in total

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2.  Preparation of 5-substituted 1H-tetrazoles from nitriles in water.

Authors:  Z P Demko; K B Sharpless
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3.  New mono- and diethynylsiloxysilsesquioxanes--efficient procedures for their synthesis.

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Journal:  Dalton Trans       Date:  2014-09-21       Impact factor: 4.390

4.  Peptidotriazoles on solid phase: [1,2,3]-triazoles by regiospecific copper(i)-catalyzed 1,3-dipolar cycloadditions of terminal alkynes to azides.

Authors:  Christian W Tornøe; Caspar Christensen; Morten Meldal
Journal:  J Org Chem       Date:  2002-05-03       Impact factor: 4.354

5.  Introduction of organogermyl functionalities to cage silsesquioxanes.

Authors:  Magdalena Grzelak; Dawid Frąckowiak; Rafał Januszewski; Bogdan Marciniec
Journal:  Dalton Trans       Date:  2020-04-28       Impact factor: 4.390

6.  Controlled click-assembly of well-defined hetero-bifunctional cubic silsesquioxanes and their application in targeted bioimaging.

Authors:  M Eugenia Pérez-Ojeda; Beatriz Trastoy; Álvaro Rol; María D Chiara; Inmaculada García-Moreno; Jose Luis Chiara
Journal:  Chemistry       Date:  2013-03-27       Impact factor: 5.236

Review 7.  Selected developments and medical applications of organic-inorganic hybrid biomaterials based on functionalized spherosilicates.

Authors:  Łukasz John
Journal:  Mater Sci Eng C Mater Biol Appl       Date:  2018-02-13       Impact factor: 7.328

8.  Cage-like silsesquioxanes-based hybrid materials.

Authors:  Yajing Du; Hongzhi Liu
Journal:  Dalton Trans       Date:  2020-03-31       Impact factor: 4.390

9.  SHELXT - integrated space-group and crystal-structure determination.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr A Found Adv       Date:  2015-01-01       Impact factor: 2.290

10.  Crystal structure refinement with SHELXL.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr C Struct Chem       Date:  2015-01-01       Impact factor: 1.172

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