Trichloroisocyanuric acid (TCCA) is a versatile and efficient reagent for chlorination and oxidation reactions. Depending on the reaction conditions employed, it can release either an electrophile chlorine atom (Cl + ) or a radical chlorine atom (Cl . ) promoting selectively different pathways of reaction. It was effectively used to synthesize many classes of compounds such as: chlorinated arenes, N-chloramines and amides, α-halo-carbonyl compounds, benzyl chlorides, esters, carboxylic anhydrides, and amides. The procedures, which make use of TCCA, have mild reaction conditions and optimal stoichiometric molar ratio of reactants and avoid the use of any metal-based catalysts. In all cases very high yield and selectivity were observed. The easy and safe handling, the stability, and the low cost of this reagent make it particularly attractive for large-scale use and industrial applications.

Trichloroisocyanuric Acid: a Versatile and Efficient Chlorinating and Oxidizing Reagent / Gaspa, S.; Carraro, M.; Pisano, L.; Porcheddu, A.; De Luca, L.. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - 2019:22(2019), pp. 3544-3552. [10.1002/ejoc.201900449]

Trichloroisocyanuric Acid: a Versatile and Efficient Chlorinating and Oxidizing Reagent

Gaspa, S.
Membro del Collaboration Group
;
Carraro, M.
Membro del Collaboration Group
;
Pisano, L.;De Luca, L.
2019

Abstract

Trichloroisocyanuric acid (TCCA) is a versatile and efficient reagent for chlorination and oxidation reactions. Depending on the reaction conditions employed, it can release either an electrophile chlorine atom (Cl + ) or a radical chlorine atom (Cl . ) promoting selectively different pathways of reaction. It was effectively used to synthesize many classes of compounds such as: chlorinated arenes, N-chloramines and amides, α-halo-carbonyl compounds, benzyl chlorides, esters, carboxylic anhydrides, and amides. The procedures, which make use of TCCA, have mild reaction conditions and optimal stoichiometric molar ratio of reactants and avoid the use of any metal-based catalysts. In all cases very high yield and selectivity were observed. The easy and safe handling, the stability, and the low cost of this reagent make it particularly attractive for large-scale use and industrial applications.
Trichloroisocyanuric Acid: a Versatile and Efficient Chlorinating and Oxidizing Reagent / Gaspa, S.; Carraro, M.; Pisano, L.; Porcheddu, A.; De Luca, L.. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - 2019:22(2019), pp. 3544-3552. [10.1002/ejoc.201900449]
File in questo prodotto:
File Dimensione Formato  
Minireview Gaspa2019PP.pdf

accesso aperto

Tipologia: Documento in Post-print (versione referata ma senza layout editoriale)
Licenza: Creative commons
Dimensione 1.08 MB
Formato Adobe PDF
1.08 MB Adobe PDF Visualizza/Apri

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/11388/221723
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 28
  • ???jsp.display-item.citation.isi??? 30
social impact