1158910-45-2

Usage

Molecular structure

The compound consists of a boron atom bonded to a five-membered ring (dioxaborolane) and a phenyl ether group.

Functional groups

The compound contains a methoxy group (-OCH3) and a tert-butyl group (-C(CH3)3) attached to the phenyl ring.

Reactivity

The compound is known for its stability and reactivity in various reaction conditions, making it a valuable building block in the creation of various organic compounds.

Applications

The compound is commonly used as a reagent in organic synthesis, specifically in palladium-catalyzed cross-coupling reactions and B-alkyl Suzuki-Miyaura reactions. It is also widely used in the pharmaceutical industry, as well as in the production of agrochemicals and functional materials.

Upstream product

• 5396-38-3 1-(tert-butyl)-4-methoxybenzene 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 41280-65-3 2-bromo-4-tert-butylanisole 

Relevant academic research and scientific papers

Ortho-Selective C-H Borylation of Aromatic Ethers with Pinacol-borane by Organo Rare-Earth Catalysts

The regioselective C-H borylation of aromatic ethers such as anisoles is of much interest and importance, but has remained a challenge to date. We report herein the catalytic ortho-selective C-H borylation of a wide range of aromatic ethers with pinacolborane (HBpin) by rare-earth metallocene complexes. This protocol offers an efficient and straightforward route for the synthesis of a variety of borylated aromatic ether derivatives. A proper metal/ligand combination for the rare-earth metal catalysts was found to be critically important to promote this transformation.

Synthesis of dilactone bridged terphenyls with crankshaft architectures

Three highly fluorescent dilactone bridged terphenyls with crankshaft architectures have been synthesized. This general class of compounds is relatively unexplored. These compounds have been characterized by fluorescence and UV-vis spectroscopy. For all three compounds, a direct correlation between the rigidity of the terphenyl system and the strength of absorption and emission of light has been observed. Preliminary studies have indicated that compounds with this architecture have the potential to be useful as pH-driven molecular switches and/or sensors with instant fluorescence attenuation at high pH values.

Highly enantioselective catalytic alkyl propiolate addition to aliphatic aldehydes

A novel H8BINOL-based chiral ligand (S)-3 is found to catalyze the alkyl propiolate addition to aliphatic aldehydes in the presence of ZnEt2 and Ti(OiPr)4 at room temperature with excellent enantioselectivity (89-97% ee).