312303-48-3

Usage

Uses

Used in Pharmaceutical Industry:
2-Methylnaphthalene-1-boronic Acid Pinacol Ester is used as a reagent for the synthesis of biologically active compounds, contributing to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
2-Methylnaphthalene-1-boronic Acid Pinacol Ester is used as a reagent for the synthesis of agrochemicals, including pesticides and other compounds that help protect crops and enhance agricultural productivity.
Used in Organic Synthesis:
2-Methylnaphthalene-1-boronic Acid Pinacol Ester is used as a reagent for the Suzuki-Miyaura coupling reaction, enabling the formation of carbon-carbon bonds in the synthesis of complex organic molecules. This reaction is widely employed in the creation of various organic compounds, including those with potential applications in materials science, pharmaceuticals, and agrochemicals.

Upstream product

• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 103989-84-0 2-methyl-1-naphthylboronic acid 
• 2586-62-1 1-bromo-2-methylnaphtalene 
• 73183-34-3 bis(pinacol)diborane 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 106-93-4 ethylene dibromide 
• 90-14-2 1-Iodonaphthalene 
• 80-48-8 methyl p-toluene sulfonate 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 

Downstream Products

• 60536-98-3 2,2'-dimethyl-1,1'-binaphthyl 
• 38063-26-2 5-hydroxybenzophenanthrene 

Relevant academic research and scientific papers

Photoinduced DNA Interstrand Cross-Link Formation by Naphthalene Boronates via a Carbocation

Most photoinduced DNA cross-link formation by a bifunctional aryl derivative is through a bisquinone methide. DNA cross-linking via a bisarylcarbocation remains a less explored area. We designed and synthesized a series of naphthalene boronates that produce DNA interstrand cross-links via a carbocation upon UV irradiation. A free radical was generated from the naphthalene boronates with 350 nm irradiation and further converted to a carbocation by electron transfer. The activation mechanism was determined using the orthogonal traps, 2,2,6,6-tetramethylpiperidin-1-oxyl (TEMPO) and methoxyamine that react with either the free radical or the carbocation but not both. This represents a novel example of photoinduced DNA cross-link formation via carbocations generated from a bisaryl derivative. This work provides information useful for the design of novel photoactivated DNA cross-linking agents.

Economical and Readily Accessible Preparation of o,o-Disubstituted Arylboronates through Palladium-Catalyzed Borylation of Haloarenes

Miyaura borylation, that is, palladium-catalyzed cross-coupling between bromoarenes and diboron, offers a versatile method for preparing arylboronates; however, a costly and inaccessible catalyst has been required for synthesizing highly congested arylboronates with the method. Here the Pd(OAc)2–tri(4-methoxyphenyl)phosphine catalyst was found to work as an efficient catalyst for the sterically demanding borylation. A broad range of o,o-disubstituted bromoarenes were converted into the corresponding arylboronates in high yields by using the palladium catalyst with Cs2CO3 in EtOAc at 80 °C.

Mononuclear Copper(I) complexes based on phenanthroline derivatives P^N^N^P tetradentate ligands: Syntheses, crystal structure, photochemical properties

Two novel heteroleptic Cu(I) complexes with the single tetradentate ligands have been designed and synthesized from phenanthroline. The complexes having one copper structure were fully characterized by NMR, ESI-MS and the single-crystal X-ray structures. Their photoelectric chemical properties were investigated by using cyclic voltammetry, UV/vis and fluorescence spectroscopy. Compared with the classic Cu(P^P)(N^N) complexes, this distorted tetrahedral coordination structure of Cu(P^N^N^P) complexes showed a wider excitation wavelength and a red-shifted about 100 nm emission peak, due to the link function between phenanthroline and phosphorus ligands. Moreover, the copper complex B having the naphthyl link groups displayed high red-emissive photoluminescence quantum efficiency (PLQY), which was up to 3.8%.

Synthesis of Phenacene-Helicene Hybrids by Directed Remote Metalation

Polycyclic aromatic hydrocarbons (PAHs) with six and seven rings were synthesized via directed metalation and cross-coupling of chrysenyl N,N-diethyl carboxamides with o-tolyl and methylnaphthalenyl derivatives. In the presence of competing ortho sites, the site selectivity in iodination of chrysenyl amides by directed ortho metalation (DoM) was influenced by the lithium base. The catalyst ligand bite angle was presumably important in the cross-coupling of sterically hindered bulky PAHs. Subsequent directed remote metalation of biaryls under standard conditions and at elevated temperatures afforded various fused six- and seven-ring PAHs, all in good yields and with fluorescent properties.

Supported catalyst systems and processes for use thereof

This invention relates to a supported catalyst system and process for use thereof. In particular, the catalyst system includes a pyridyldiamido transition metal complex, an activator and a support material. The catalyst system may be used for preparing ul

Preparation method of aromatics methylation

The invention relates to the technical field of organic synthesis or pharmaceutical chemistry, in particular to a preparation method of aromatics methylation. Under inert gas protection, a substrate A, a methylation reagent B and a termination agent C are used as starting materials, under the action of a catalyst D, a ligand E, a norborneene derivative G and a base F, the starting materials are subjected to a stirring reaction in an organic solvent H at 30-140 DEG C, and after the reaction, a reaction mixture is sucked and filtered, concentrated and purified to prepare a product of aromatics methylation shown as any formula of a formual I, a formual II and a formual III (please see the specifications for the formual I, the formual II and the formual III). According to the preparation method, related main raw materials are aryl iodide, trimethyl phosphate, methyl sulfonate, deuterated methyl ester sulfoacid, olefin, alkyne, an aryl boron compound, cyanide, bis(pinacolato)diboron and a proton source, the raw materials can be used as a commercial reagent without special treatment, the cost is low, and the variety is great. According to the method, aromatics methylation products can beprepared in large quantities (grams), and a good foundation is laid for industrial production.

Modular Dual-Tasked C-H Methylation via the Catellani Strategy

We report a dual-tasked methylation that is based on cooperative palladium/norbornene catalysis. Readily available (hetero)aryl halides (39 iodides and 4 bromides) and inexpensive MeOTs or trimethylphosphate are utilized as the substrates and methylating reagent, respectively. Six types of "ipso" terminations can modularly couple with this "ortho" C-H methylation to constitute a versatile methylation toolbox for preparing diversified methylated arenes. This toolbox features inexpensive methyl sources, excellent functional-group tolerance, simple reaction procedures, and scalability. Importantly, it can be uneventfully extended to isotope-labeled methylation by switching to the corresponding reagents CD3OTs or 13CH3OTs. Moreover, this toolbox can be applied to late-stage modification of biorelevant substrates with complete stereoretention. We believe these salient and practical features of our dual-tasked methylation toolbox will be welcomed by academic and industrial researchers.

QUINOLINYLDIAMIDO TRANSITION METAL COMPLEXES, PRODUCTION AND USE THEREOF

Quinolinyldiamido transition metal complexes are disclosed for use in alkene polymerization to produce multimodal polyolefins.

Pyridyldiamido Transition Metal Complexes, Production and Use Thereof

Pyridyldiamido transition metal complexes are disclosed for use in alkene polymerization to produce high melting point polyolefins.

PYRIDYLDIAMIDO TRANSITION METAL COMPLEXES, PRODUCTION AND USE THEREOF

Pyridyldiamido transition metal complexes are disclosed for use in alkene polymerization to produce high melting point polyolefins.