Nickel-Catalyzed Suzuki-Miyaura Cross-Coupling Involving C-O Bond Activation was written by Morishige, Aoi;Iyori, Yasuaki;Chatani, Naoto. And the article was included in Helvetica Chimica Acta in 2021.Formula: C12H17BO3 The following contents are mentioned in the article:
An efficient Suzuki-Miyaura cross-coupling reaction of ortho-phenoxy-substituted aromatic amides with aryl boronates is described [e.g., I + II → III (85%) in presence of Ni(cod)2, 3,4,7,8-Me4Phen, LiOBu-t and CsF in DMF]. The use of LiOtBu is crucial for the success of the reaction. An amidate anion, which is formed through deprotonation of the amide NH bond by LiOtBu, functions as a directing group to activate a C-O bond. This study involved multiple reactions and reactants, such as 2-(3-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 1003858-50-1Formula: C12H17BO3).
2-(3-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 1003858-50-1) belongs to ethers. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Formula: C12H17BO3
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem