ArticleAngewandte Chemie (International ed. in English)2021
Aluminium-Catalyzed C(sp)-H Borylation of Alkynes.
Article in Angewandte Chemie (International ed. in English), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed.
- Intramolecular Al/P Frustrated Lewis Pairs Based on an Indoline Backbone─Two Reaction Sites for Small Molecule Activation and Hydrodefluorination.Inorganic chemistry · 2026Article
- Synthesis of 1-Alkynylboronates, 1,1-Diborylalkenes, and 1,1,1-Triborylalkanes: Challenges and Opportunities.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Review
- Homoleptic Bismuth Alkynes: Isolable Reagents for Selective Alkynyl Radical Transfer.Angewandte Chemie (International ed. in English) · 2026Article
- Synthesis of Os Hydride Complexes Supported by the Diarylamido/Bis(phosphine) PNP Ligand and Attempts at Using (PNP)Ru and (PNP)Os Complexes in C-H Borylation Catalysis.Organometallics · 2024Article
- Main Group Catalyzed Arene Borylation: Challenges and Opportunities.ACS catalysis · 2023Article
- Dehydroborylation of Terminal Alkynes Using Lithium Aminoborohydrides.Molecules (Basel, Switzerland) · 2023Article
- Comparison of Two Zinc Hydride Precatalysts for Selective Dehydrogenative Borylation of Terminal Alkynes: A Detailed Mechanistic Study.ACS omega · 2023Article
- Group 13 exchange and transborylation in catalysis.Beilstein journal of organic chemistry · 2023Review
- Solvent-free hydroboration of alkynes catalyzed by an NHC-cobalt complex.RSC advances · 2022Article
- Aluminium-Catalyzed C(sp)-H Borylation of Alkynes.Angewandte Chemie (International ed. in English) · 2021Article
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9 authors.
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Abstract
Historically used in stoichiometric hydroalumination chemistry, recent advances have transformed aluminium hydrides into versatile catalysts for the hydroboration of unsaturated multiple bonds. This catalytic ability is founded on the defining reactivity of aluminium hydrides with alkynes and alkenes: 1,2-hydroalumination of the unsaturated π-system. This manuscript reports the aluminium hydride catalyzed dehydroborylation of terminal alkynes. A tethered intramolecular amine ligand controls reactivity at the aluminium hydride centre, switching off hydroalumination and instead enabling selective reactions at the alkyne C-H σ-bond. Chemoselective C-H borylation was observed across a series of aryl- and alkyl-substituted alkynes (21 examples). On the basis of kinetic and density functional theory studies, a mechanism in which C-H borylation proceeds by σ-bond metathesis between pinacolborane (HBpin) and alkynyl aluminium intermediates is proposed.
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