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Literature DB >> 30977970

Magnesium-Catalyzed Hydroboration of Terminal and Internal Alkynes.

Marc Magre¹, Bholanath Maity², Alban Falconnet¹, Luigi Cavallo², Magnus Rueping^1,2.

Abstract

A magnesium-catalyzed hydroboration of alkynes providing good yields and selectivities for a wide range of terminal and symmetrical and unsymmetrical internal alkynes has been developed. The compatibility with many functional groups makes this magnesium catalyzed procedure attractive for late stage functionalization. Experimental mechanistic investigations and DFT calculations reveal insights into the reaction mechanism of the magnesium catalyzed protocol.

Entities: Chemical

Keywords: DFT; alkynes; hydroboration; magnesium; vinyl borane

Year: 2019 PMID： 30977970 DOI： 10.1002/anie.201902188

Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336

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Cited

8 in total

Review 1. Inorganometallics (Transition Metal-Metalloid Complexes) and Catalysis.

Authors: Bogdan Marciniec; Cezary Pietraszuk; Piotr Pawluć; Hieronim Maciejewski
Journal: Chem Rev Date: 2021-12-30 Impact factor: 60.622

2. Magnesium Pincer Complexes and Their Applications in Catalytic Semihydrogenation of Alkynes and Hydrogenation of Alkenes: Evidence for Metal-Ligand Cooperation.

Authors: Yaoyu Liang; Uttam Kumar Das; Jie Luo; Yael Diskin-Posner; Liat Avram; David Milstein
Journal: J Am Chem Soc Date: 2022-10-04 Impact factor: 16.383

Review 8. Generation of organo-alkaline earth metal complexes from non-polar unsaturated molecules and their synthetic applications.

Authors: Kohei Watanabe; Jia Hao Pang; Ryo Takita; Shunsuke Chiba
Journal: Chem Sci Date: 2021-11-19 Impact factor: 9.825

8 in total

Magnesium-Catalyzed Hydroboration of Terminal and Internal Alkynes.

Review 1. Inorganometallics (Transition Metal-Metalloid Complexes) and Catalysis.

2. Magnesium Pincer Complexes and Their Applications in Catalytic Semihydrogenation of Alkynes and Hydrogenation of Alkenes: Evidence for Metal-Ligand Cooperation.

3. Solvent-free hydroboration of alkynes catalyzed by an NHC-cobalt complex.

Review 4. s-Block Metal Catalysts for the Hydroboration of Unsaturated Bonds.

Review 5. Recent advances in transition metal-free catalytic hydroelementation (E = B, Si, Ge, and Sn) of alkynes.

6. Copper-Catalyzed Triboration of Terminal Alkynes Using B₂ pin₂ : Efficient Synthesis of 1,1,2-Triborylalkenes.

7. Regiodivergent Hydroborative Ring Opening of Epoxides via Selective C-O Bond Activation.

Review 8. Generation of organo-alkaline earth metal complexes from non-polar unsaturated molecules and their synthetic applications.

Magnesium-Catalyzed Hydroboration of Terminal and Internal Alkynes.

Review 1. Inorganometallics (Transition Metal-Metalloid Complexes) and Catalysis.

2. Magnesium Pincer Complexes and Their Applications in Catalytic Semihydrogenation of Alkynes and Hydrogenation of Alkenes: Evidence for Metal-Ligand Cooperation.

3. Solvent-free hydroboration of alkynes catalyzed by an NHC-cobalt complex.

Review 4. s-Block Metal Catalysts for the Hydroboration of Unsaturated Bonds.

Review 5. Recent advances in transition metal-free catalytic hydroelementation (E = B, Si, Ge, and Sn) of alkynes.

6. Copper-Catalyzed Triboration of Terminal Alkynes Using B2 pin2 : Efficient Synthesis of 1,1,2-Triborylalkenes.

7. Regiodivergent Hydroborative Ring Opening of Epoxides via Selective C-O Bond Activation.

Review 8. Generation of organo-alkaline earth metal complexes from non-polar unsaturated molecules and their synthetic applications.

6. Copper-Catalyzed Triboration of Terminal Alkynes Using B₂ pin₂ : Efficient Synthesis of 1,1,2-Triborylalkenes.