325141-75-1

Basic information

• Product Name: 2-Acetylphenylboronic acid pinacol ester
• Synonyms: 2-Acetylphenylboronic acid pinacol ester;1-(2-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL)ETHANONE
• CAS NO: 325141-75-1
• Molecular Formula: C14H19BO3
• Molecular Weight: 246.11
• Mol File: 325141-75-1.mol
• Article Data: 13

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Acetylphenylboronic acid pinacol ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Acetylphenylboronic acid pinacol ester(325141-75-1)
• EPA Substance Registry System: 2-Acetylphenylboronic acid pinacol ester(325141-75-1)

Safety Data

• Hazardous Substances Data: 325141-75-1(Hazardous Substances Data)

Usage

General Description

2-Acetylphenylboronic acid pinacol ester is a boronic acid derivative that is commonly used in organic synthesis as a boron-based cross-coupling reagent. It contains a boron atom bonded to an acetylphenyl group and a pinacol ester group. 2-Acetylphenylboronic acid pinacol ester is utilized in the Suzuki-Miyaura cross-coupling reaction, which involves the coupling of an aryl halide with an organoboron compound to form a new carbon-carbon bond. The pinacol ester group provides stability and lipophilicity to the molecule, making it useful in a variety of synthetic transformations. 2-Acetylphenylboronic acid pinacol ester is a valuable tool in the field of organic chemistry for building complex organic molecules and has broad applications in pharmaceutical and material science research.

Upstream product

• 98-86-2 acetophenone 
• 73183-34-3 bis(pinacol)diborane 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 2142-69-0 2-bromophenyl methyl ketone 
• 577-56-0 2-acetyl-benzoic acid 
• 14428-98-9 (E)-1-phenyl-N-(1-phenylethylidene)methanamine 
• 2142-68-9 1-(2-chlorophenyl)ethanone 

Relevant articles and documents

Remarkably Efficient Iridium Catalysts for Directed C(sp2)-H and C(sp3)-H Borylation of Diverse Classes of Substrates

Here we describe the discovery of a new class of C-H borylation catalysts and their use for regioselective C-H borylation of aromatic, heteroaromatic, and aliphatic systems. The new catalysts have Ir-C(thienyl) or Ir-C(furyl) anionic ligands instead of the diamine-type neutral chelating ligands used in the standard C-H borylation conditions. It is reported that the employment of these newly discovered catalysts show excellent reactivity and ortho-selectivity for diverse classes of aromatic substrates with high isolated yields. Moreover, the catalysts proved to be efficient for a wide number of aliphatic substrates for selective C(sp3)-H bond borylations. Heterocyclic molecules are selectively borylated using the inherently elevated reactivity of the C-H bonds. A number of late-stage C-H functionalization have been described using the same catalysts. Furthermore, we show that one of the catalysts could be used even in open air for the C(sp2)-H and C(sp3)-H borylations enabling the method more general. Preliminary mechanistic studies suggest that the active catalytic intermediate is the Ir(bis)boryl complex, and the attached ligand acts as bidentate ligand. Collectively, this study underlines the discovery of new class of C-H borylation catalysts that should find wide application in the context of C-H functionalization chemistry.

Ruthenium-catalyzed nitrogen-directed ortho C–H borylation of aromatic imines with pinacolborane

An efficient ruthenium catalyst system for the direct ortho C–H borylation of aromatic imines is described. The reaction of tert-butyl-1-arylmethanimines with pinacolborane in the presence of Ru(cod)(cot), followed by hydrolysis, to afford the ortho-formy

Bipolar host organic electroluminescent material and application thereof

The invention belongs to the field of organic electroluminescence, and specifically relates to a bipolar host organic electroluminescent material and an application thereof. The bipolar host organic electroluminescent material provided by the invention ha