Cited by A variable bidentate traceless directing group for nickel-catalyzed regioselective B–H poly-chalcogenation of <i>o</i>-carboranes

Palladium-catalyzed intramolecular dehydrogenative coupling of BH and OH: synthesis of carborane-fused benzoxaboroles DOI

Chunxiao Cui, Jie Zhang, Zaozao Qiu

et al.

Dalton Transactions, Journal Year: 2020, Volume and Issue: 49(5), P. 1380 - 1383

Published: Jan. 1, 2020

A Pd-catalyzed intramolecular dehydrogenative coupling of BH and OH for the construction cage B–O bonds was developed to afford C,B-carborane-fused heterocycles.

Language: Английский

Citations

One-Pot Synthesis of Orange-Red Fluorescent Dimeric 2H-Pyrrolo[2,3-c]isoquinoline-2,5(3H)-diones from Benzamides and Maleimides via Ru(II)-Catalyzed Sequential C–C/C–N/C–C Bond Formation DOI

Yogesh Jaiswal, Saptarshi Mandal, Prolay Das

et al.

Organic Letters, Journal Year: 2020, Volume and Issue: 22(4), P. 1605 - 1610

Published: Jan. 28, 2020

We report here a direct and efficient strategy for the synthesis of highly conjugated dimeric pyrrolo-fused isoquinoline derivatives from readily available benzamides maleimides. This reaction overall proceeds by following domino approach: C–C bond formation via challenging primary amide-directed Ru(II)-catalyzed ortho alkenylation followed annulation through dehydrogenative dimerization. The resulting products showed substituent-dependent tunable photoluminescence in orange-red region with reasonably large Stokes shifts interesting redox properties.

Language: Английский

Citations

Recent Advance in Transition Metal‐Catalyzed Carboxylic Acid Guided B−H Functionalization of Carboranes DOI

Qian Wang, Bifu Liu,

Kejun Feng

et al.

Advanced Synthesis & Catalysis, Journal Year: 2022, Volume and Issue: 364(24), P. 4174 - 4188

Published: Dec. 1, 2022

Abstract Carboranes, a three‐dimensional class of carbon‐boron molecular clusters with remarkable electronic, physical, chemical characteristics, have proved as useful building blocks in boron neutron capture therapy agents, supramolecular design, optoelectronics, nanomaterials and organometallic/coordination chemistry. Thus, various organic modifications the B−H C−H functionalities carboranes been developed. These methods great success utilize directing groups, such carboxylic acids, to achieve selective functionalization carboranes. The carboxyl group can be easily introduced then removed after reactions. On other hand, assisted by highly regioselective electrophilic attack at electron‐rich positions B(4) B(5) cage generates five‐membered metallacyclic intermediates, which undergo further transformation. In this review, we show that transition metal‐catalyzed decarboxylation cross coupling reactions offer an opportunity for direct activation magnified image

Language: Английский

Citations

Directing Group Assisted Transition Metal Catalyzed Selective BH Functionalization of o-Carboranes DOI

Zuowei Xie, Jie Zhang

Synthesis, Journal Year: 2024, Volume and Issue: unknown

Published: June 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

Language: Английский

Citations

A variable bidentate traceless directing group for nickel-catalyzed regioselective B–H poly-chalcogenation of o-carboranes DOI

Ping Li, Zaozao Qiu, Jian Lu

et al.

Inorganic Chemistry Frontiers, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

A nickel-catalyzed direct cage B–H poly-chalcogenation of icosahedral carborane clusters, enabled by a variable bidentate 8-aminoquinoline traceless directing group, has been developed under oxidant-free and weakly basic conditions.

Language: Английский

Citations