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Photocatalyzed borylation using water-soluble quantum dots.
Chandrashekar, Hediyala B; Maji, Arun; Halder, Ganga; Banerjee, Sucheta; Bhattacharyya, Sayan; Maiti, Debabrata.
Afiliación
  • Chandrashekar HB; Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai - 400076, India. dmaiti@chem.iitb.ac.in.
Chem Commun (Camb) ; 55(44): 6201-6204, 2019 May 28.
Article en En | MEDLINE | ID: mdl-31073563
The synthesis of arylboronates by Sandmeyer-type reactions in the presence of water still remains a significant challenge. Herein, we report the use of water-soluble MPA-capped quantum dot (QD) photocatalysts for the borylation of diazonium salts in the presence of water. A biphasic system under mild acidic conditions remains critical to prevent decomposition and competitive disulphide bond formation. The present protocol offers a broader scope of substrates and borylating agents. Additionally, this catalytic system offers a significantly high turnover number (TON). The present methodology can effectively distinguish subtle reactivity differences between boronic acids and boronates. Mechanistic investigation suggests an excited-state electron transfer pathway.

Texto completo: 1 Colección: 01-internacional Banco de datos: MEDLINE Idioma: En Revista: Chem Commun (Camb) Asunto de la revista: QUIMICA Año: 2019 Tipo del documento: Article País de afiliación: India

Texto completo: 1 Colección: 01-internacional Banco de datos: MEDLINE Idioma: En Revista: Chem Commun (Camb) Asunto de la revista: QUIMICA Año: 2019 Tipo del documento: Article País de afiliación: India