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Literature DB >> 25747772

Palladium-catalyzed regioselective intramolecular coupling of o-carborane with aromatics via direct cage B-H activation.

Abstract

Palladium-catalyzed intramolecular coupling of o-carborane with aromatics via direct cage B-H bond activation has been achieved, leading to the synthesis of a series of o-carborane-functionalized aromatics in high yields with excellent regioselectivity. In addition, the site selectivity can also be tuned by the substituents on cage carbon atom.

Entities: Chemical

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Year: 2015 PMID： 25747772 DOI： 10.1021/jacs.5b01169

Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419

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Cited

6 in total

1. Fused 1,2-Diboraoxazoles Based on closo-Decaborate Anion-Novel Members of Diboroheterocycle Class.

Authors: Vera V Voinova; Nikita A Selivanov; Ivan V Plyushchenko; Mikhail F Vokuev; Alexander Yu Bykov; Ilya N Klyukin; Alexander S Novikov; Andrey P Zhdanov; Mikhail S Grigoriev; Igor A Rodin; Konstantin Yu Zhizhin; Nikolay T Kuznetsov
Journal: Molecules Date: 2021-01-05 Impact factor: 4.411

Palladium-catalyzed regioselective intramolecular coupling of o-carborane with aromatics via direct cage B-H activation.

1. Fused 1,2-Diboraoxazoles Based on closo-Decaborate Anion-Novel Members of Diboroheterocycle Class.

2. Rapid reversible borane to boryl hydride exchange by metal shuttling on the carborane cluster surface.

3. [3-N₂-o-C₂B₁₀H₁₁][BF₄]: a useful synthon for multiple cage boron functionalizations of o-carborane.

4. Highly selective palladium-catalyzed one-pot, five-fold B-H/C-H cross coupling of monocarboranes with alkenes.

Review 5. Synthesis of Polyhedral Borane Cluster Fused Heterocycles via Transition Metal Catalyzed B-H Activation.

6. Regioselective B(3,4)-H arylation of o-carboranes by weak amide coordination at room temperature.

Palladium-catalyzed regioselective intramolecular coupling of o-carborane with aromatics via direct cage B-H activation.

1. Fused 1,2-Diboraoxazoles Based on closo-Decaborate Anion-Novel Members of Diboroheterocycle Class.

2. Rapid reversible borane to boryl hydride exchange by metal shuttling on the carborane cluster surface.

3. [3-N2-o-C2B10H11][BF4]: a useful synthon for multiple cage boron functionalizations of o-carborane.

4. Highly selective palladium-catalyzed one-pot, five-fold B-H/C-H cross coupling of monocarboranes with alkenes.

Review 5. Synthesis of Polyhedral Borane Cluster Fused Heterocycles via Transition Metal Catalyzed B-H Activation.

6. Regioselective B(3,4)-H arylation of o-carboranes by weak amide coordination at room temperature.

3. [3-N₂-o-C₂B₁₀H₁₁][BF₄]: a useful synthon for multiple cage boron functionalizations of o-carborane.