Chiral Ligands in Hypervalent Iodine Compounds: Synthesis and Structures of Binaphthyl-Based lambda(3)-Iodanes

Autor(es)

Zhang, Huaiyuan ^{[1, 2]} ; Cormanich, Rodrigo A. ^[3] ; Wirth, Thomas ^[1]

Afiliação do(s) autor(es)

^[1] Cardiff Univ, Sch Chem, Pk Pl, Main Bldg, Cardiff CF10 3AT - Wales

^[2] Lanzhou Petrochem Univ Vocat Technol, Lanzhou 730060 - Peoples R China

^[3] Univ Estadual Campinas, Inst Chem, BR-13083862 Campinas, SP - Brazil

• Tipo de documento: Artigo Científico
• Fonte: CHEMISTRY-A EUROPEAN JOURNAL; DEC 2021.
• Citações Web of Science: 0

Resumo

Several novel binaphthyl-based chiral hypervalent iodine(III) reagents have been prepared and structurally analysed. Various asymmetric oxidative reactions were applied to evaluate the reactivities and stereoselectivities of those reagents. Moderate to excellent yields were observed; however, very low stereoselectivities were obtained. NMR experiments indicated that these reagents are very easily hydrolysed in either chloroform or DMSO solvents leading to the limited stereoselectivities. It is concluded that the use of chiral ligands is an unsuccessful way to prepare efficient stereoselective iodine(III) reagents. (AU)

• Processo FAPESP: 18/03910-1 - Estudos físico-químicos de compostos orgânicos fluorados: abordagens experimental e teórica
• Beneficiário: Rodrigo Antonio Cormanich
• Modalidade de apoio: Auxílio à Pesquisa - Jovens Pesquisadores