Ir‐Catalyzed B(3)‐Amination of o‐Carboranes with Amines via Acceptorless Dehydrogenative BH/NH Cross‐Coupling DOI Creative Commons
Yik Ki Au, Qiang‐Qiang Ma, Jie Zhang

и другие.

Chemistry - An Asian Journal, Год журнала: 2023, Номер 18(20)

Опубликована: Сен. 11, 2023

An efficient and convenient strategy for Ir-catalyzed selective B(3)-amination of o-carboranes with amines via acceptorless BH/NH dehydrocoupling was developed, affording a series B(3)-aminated-o-carboranes in moderate to high isolated yields H2 gas as sole by-product. Such an oxidant-free system endues the protocol sustainability, atom-economy environmental friendliness. A reaction mechanism Ir(I)-Ir(III)-Ir(I) catalytic cycle involving oxidative addition, dehydrogenation reductive elimination proposed.

Язык: Английский

Directing Group Assisted Transition Metal Catalyzed Selective BH Functionalization of o-Carboranes DOI
Zuowei Xie, Jie Zhang

Synthesis, Год журнала: 2024, Номер unknown

Опубликована: Июнь 11, 2024

Abstract Carboranes are a type of molecular clusters consisting carbon, hydrogen, and boron atoms. They possess unique characteristics, such as three-dimensional aromaticity, icosahedral geometry, robustness. Functionalized carboranes have been utilized in various fields, including medicine, materials, organometallic/coordination chemistry. In this context, selective functionalization o-carboranes has received tremendous attention, specifically the regio- enantioselective modification ten chemically similar BH vertices within carborane cage. recent years, significant progress made catalytic vertex-specific functionalization, well achieving cage BH. This review provides an overview advancements research field. 1 Introduction 2 Carboxy-Assisted Functionalization 2.1 Formation B–C Bonds 2.2 B–N 2.3 B–O 2.4 B–X 2.5 Consecutive B–Y (Y = N, O) 3 N-Based Directing-Group-Assisted B–H 3.1 Acylamino Directing Group 3.2 Amide 3.3 Pyridyl 3.4 Imine 4 Phosphinyl-Assisted Cage 5 Bidentate-Directing-Group-Assisted 6 Other 7 Conclusions

Язык: Английский

Процитировано

3
Visible‐Light‐Promoted Palladium‐Catalyzed Cross‐Coupling of Iodocarboranes with Disulfides and Phenylselenyl Chloride† DOI Open Access
Shimeng Li, Yizhen Liu, Zuowei Xie

и другие.

Chinese Journal of Chemistry, Год журнала: 2023, Номер 42(2), С. 129 - 134

Опубликована: Сен. 19, 2023

Comprehensive Summary This work describes a general method for the synthesis of series sulfenylated and selenylated carboranes at room temperature using readily available iodocarboranes as starting materials via boron‐centered carboranyl radicals. Such hypervalent boron radicals are generated by visible‐light‐promoted Pd(0)/Pd(I) pathway. They useful intermediates can be trapped disulfides phenylselenyl chloride convenient construction B—S/Se bonds.

Язык: Английский

Процитировано

7
A Pd-catalyzed route to carborane-fused boron heterocycles DOI Creative Commons

Mengjie Zhu,

Puzhao Wang,

WU Zheng-qiu

и другие.

Chemical Science, Год журнала: 2024, Номер 15(27), С. 10392 - 10401

Опубликована: Янв. 1, 2024

A Pd-catalyzed cross-coupling system has been developed to achieve vicinal diamination of 9,10-dibromo-carborane with NH-heterocycles and anilines. These products can be further converted carborane-fused six- seven-membered heterocycles.

Язык: Английский

Процитировано

2
Synthesis of {CB11} Monocarborane Sulfonamides by B2‐Selective Rhodium‐Catalyzed B−H Activation DOI Open Access

Zehua Ye,

Jizeng Sun,

Yujie Jin

и другие.

Helvetica Chimica Acta, Год журнала: 2023, Номер 106(11)

Опубликована: Сен. 28, 2023

Abstract The synthesis of monocarborane sulfonamides is reported. methodology relies on coupling the anionic {CB 11 } boron cluster to sulfonyl azides. Under rhodium catalysis and with assistance a pyridine or pyrimidine directing group at C1 position, undergoes B−H activation. Conditions have been identified that lead B2‐selective mono‐sulfonamidation concomitant loss N 2 . protocol requires no additional ligand, oxidant base enables B−N bond formation various azide inputs. new products possess structure [1‐(heteroaryl)‐2‐(NHSO Ar)−CB H 10 ] − fully characterized by NMR spectroscopy mass spectrometry. In addition, three solid state structures confirm particular B2 substitution pattern. Furthermore, stoichiometric reaction pyridinyl precursor Rh(III) affords cyclometalated complex direct B−Rh has also X‐ray crystallography.

Язык: Английский

Процитировано

2
Ir‐Catalyzed B(3)‐Amination of o‐Carboranes with Amines via Acceptorless Dehydrogenative BH/NH Cross‐Coupling DOI Creative Commons
Yik Ki Au, Qiang‐Qiang Ma, Jie Zhang

и другие.

Chemistry - An Asian Journal, Год журнала: 2023, Номер 18(20)

Опубликована: Сен. 11, 2023

An efficient and convenient strategy for Ir-catalyzed selective B(3)-amination of o-carboranes with amines via acceptorless BH/NH dehydrocoupling was developed, affording a series B(3)-aminated-o-carboranes in moderate to high isolated yields H2 gas as sole by-product. Such an oxidant-free system endues the protocol sustainability, atom-economy environmental friendliness. A reaction mechanism Ir(I)-Ir(III)-Ir(I) catalytic cycle involving oxidative addition, dehydrogenation reductive elimination proposed.

Язык: Английский

Процитировано

1