Speciation control during Suzuki-Miyaura cross-coupling of haloaryl and haloalkenyl MIDA boronic esters

Autor:	Alan R. Kennedy, Ciaran P. Seath, Elena Valverde, Joanna M. Redmond, Allan J. B. Watson, James W. B. Fyfe, Anderson Niall Andrew
Rok vydání:	2015
Předmět:	inorganic chemicals Molecular Structure Chemistry Pinacol media_common.quotation_subject Organic Chemistry chemistry.chemical_element Esters General Chemistry Boronic Acids Catalysis Adduct Speciation chemistry.chemical_compound Suzuki reaction Organic chemistry QD Chemoselectivity Solubility Boronic acid media_common Palladium
Zdroj:	Chemistry (Weinheim an der Bergstrasse, Germany). 21(24)
ISSN:	1521-3765 0947-6539
Popis:	Boronic acid solution speciation can be controlled during the Suzuki-Miyaura cross-coupling of haloaryl N-methyliminodiacetic acid (MIDA) boronic esters to enable the formal homologation of boronic acid derivatives. The reaction is contingent upon control of the basic biphase and is thermodynamically driven: temperature control provides highly chemoselective access to either BMIDA adducts at room temperature or boronic acid pinacol ester (BPin) products at elevated temperature. Control experiments and solubility analyses have provided some insight into the mechanistic operation of the formal homologation process.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::36c359a8dd175612c6462a9cf6df0a16 https://pubmed.ncbi.nlm.nih.gov/25959852 Zobrazit plný text záznamu Plný text ve formátu PDF Plný text ve formátu HTML
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