Category: 1073339-22-6

Karmel, Caleb; Rubel, Camille Z.; Kharitonova, Elena V.; Hartwig, John F. published an article in 2019, the title of the article was Iridium-catalyzed silylation of five-membered heteroarenes: high sterically derived selectivity from a pyridyl-imidazoline ligand.Name: 2-(4-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane And the article contains the following content:

The steric effects of substituents on five-membered rings are less pronounced than those on six-membered rings because of the difference in bond angles. Thus, the regioselectivities of reactions that occur with selectivities dictated by steric effects, such as the borylation of C-H bonds, have been poor in many cases. We report that the silylation of five-membered ring heteroarenes occurs with high sterically derived regioselectivity when catalyzed by the combination of [Ir(cod)(OMe)]2 and a phenanthroline ligand or a new pyridylimidazoline ligand that further increases the regioselectivity. The silylation reactions with these catalysts produce high yields of heteroarylsilanes from functionalization at the most sterically accessible C-H bonds of these rings under conditions that the borylation of C-H bonds with previously reported catalysts formed mixtures of products or products that are unstable. The heteroarylsilane products undergo cross-coupling reactions and substitution reactions with ipso selectivity to generate heteroarenes that bear halogen, aryl and perfluoroalkyl substituents. The experimental process involved the reaction of 2-(4-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 1073339-22-6).Name: 2-(4-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

The Article related to heteroarene heptamethyltrisiloxane bispinacolatodiboron iridium catalyst pyridyl imidazoline ligand, regioselective chemoselective silylation borylation hiyama coupling, Heterocyclic Compounds (One Hetero Atom): Other 5-Membered Rings and other aspects.Name: 2-(4-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

On April 7, 2021, Hoque, Emdadul Md; Hassan, Mirja Mahamudul Md; Chattopadhyay, Buddhadeb published an article.Product Details of 1073339-22-6 The title of the article was Remarkably Efficient Iridium Catalysts for Directed C(sp2)-H and C(sp3)-H Borylation of Diverse Classes of Substrates. And the article contained the following:

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 mols. 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 chem. The experimental process involved the reaction of 2-(4-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 1073339-22-6).Product Details of 1073339-22-6

The Article related to directed ch borylation aromatic heterocyclic compound iridium cyclooctadiene catalyst, Organometallic and Organometalloidal Compounds: Boron Compounds and other aspects.Product Details of 1073339-22-6

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

On March 30, 2020, Karmel, Caleb; Rubel, Camille Z.; Kharitonova, Elena V.; Hartwig, John F. published an article.Safety of 2-(4-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane The title of the article was Iridium-Catalyzed Silylation of Five-Membered Heteroarenes: High Sterically Derived Selectivity from a Pyridyl-Imidazoline Ligand. And the article contained the following:

The steric effects of substituents on five-membered rings are less pronounced than those on six-membered rings because of the difference in bond angles. Thus, the regioselectivities of reactions of five-membered heteroarenes that occur with selectivities dictated by steric effects, such as the borylation of C-H bonds, were poor in many cases. The authors report that the silylation of five-membered-ring heteroarenes occurs with high sterically derived regioselectivity when catalyzed by the combination of [Ir(cod)(OMe)]2 (cod = 1,5-cyclooctadiene) and a phenanthroline ligand or a new pyridyl-imidazoline ligand that further increases the regioselectivity. The silylation reactions with these catalysts produce high yields of heteroarylsilanes from functionalization at the most sterically accessible C-H bonds of these rings under conditions that the borylation of C-H bonds with previously reported catalysts formed mixtures of products or products that are unstable. The heteroarylsilane products undergo cross-coupling reactions and substitution reactions with ipso selectivity to generate heteroarenes that bear halogen, aryl, and perfluoroalkyl substituents. The experimental process involved the reaction of 2-(4-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 1073339-22-6).Safety of 2-(4-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

The Article related to iridium catalyzed silylation borylation five membered heteroarene steric effects, heteroarene silylated stereoselective preparation, borane heteroarene derivative preparation, c−h functionalization, heteroarenes, iridium catalysis, regioselectivity, silylation and other aspects.Safety of 2-(4-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem