Azide-alkyne cycloadditions were performed in mild conditions in the presence of metal acetates, namely silver (I)- , nickel (II)- and cadmium (II) acetate as heterogeneous catalysts. The cycloaddition behaviour was dependent upon the metal acetate, the solvent and the azide mojety. With Ag (I) and Ni (II) acetates, mixtures of 4- and 5-substituted 1,2,3-triazoles were obtained with fair yields, while in the presence of Cd (II) acetate, regioselective cycloadditions to 4-substituted 1,2,3-triazoles occurred with high yields. Two concurrent intermediates were proposed in order to account all the experimental findings. The catalyst recovery was always easy to perform, and their reuse was also taken into account.

The azide-alkyne cycloaddition catalysed by metal acetates / G. Molteni. - In: TRENDS IN ORGANIC CHEMISTRY. - ISSN 0972-4362. - 19:(2018), pp. 85-108.

The azide-alkyne cycloaddition catalysed by metal acetates

G. Molteni
Primo
2018

Abstract

Azide-alkyne cycloadditions were performed in mild conditions in the presence of metal acetates, namely silver (I)- , nickel (II)- and cadmium (II) acetate as heterogeneous catalysts. The cycloaddition behaviour was dependent upon the metal acetate, the solvent and the azide mojety. With Ag (I) and Ni (II) acetates, mixtures of 4- and 5-substituted 1,2,3-triazoles were obtained with fair yields, while in the presence of Cd (II) acetate, regioselective cycloadditions to 4-substituted 1,2,3-triazoles occurred with high yields. Two concurrent intermediates were proposed in order to account all the experimental findings. The catalyst recovery was always easy to perform, and their reuse was also taken into account.
azide; metal acetates; heterogeneous catalysis; alkyne; 1,3-Dipolar cycloaddition; regioselectivity
Settore CHIM/06 - Chimica Organica
2018
http://www.researchtrends.net/tia/abstract.asp?in=0&vn=19&tid=14&aid=6289&pub=2018&type=3
Article (author)
File in questo prodotto:
File Dimensione Formato  
ACETATES_AZIDES.pdf

accesso riservato

Tipologia: Publisher's version/PDF
Dimensione 648.67 kB
Formato Adobe PDF
648.67 kB Adobe PDF   Visualizza/Apri   Richiedi una copia
article_pdf.pdf

accesso aperto

Tipologia: Publisher's version/PDF
Dimensione 485.83 kB
Formato Adobe PDF
485.83 kB Adobe PDF Visualizza/Apri
Pubblicazioni consigliate

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/632067
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus ND
  • ???jsp.display-item.citation.isi??? ND
social impact