Related Experiment Video
Updated: Oct 20, 2026

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Planar Dinuclear Copper-Based Hydrogen-Bonded Organic Framework with Synergy Catalysis for High-Performance
Tianxiu He1, Huaibiao Wang1, ChunYe Chen1
1Faculty of Chemical Engineering, Kunming University of Science and Technology, Kunming, Yunnan650500, P. R. China.
Abstract:
Dinuclear metal synergistic catalysis (DMSC) has been well established as an effective strategy for enhancing catalytic efficiency in various fields. However, the design of catalysts for the DMSC-enabled hydroboration of terminal alkynes has been rarely reported. Herein, we report the synthesis of a novel copper-based hydrogen-bonded organic framework (HOF), denoted as Cu-PzDC. Benefiting from its planar dinuclear Cu units, Cu-PzDC exhibits exceptionally high catalytic efficiency toward the hydroboration of terminal alkynes, achieving complete conversion within merely 30 min at room temperature without the need of inert atmosphere. This catalytic system affords the synthetically valuable β-(E)-vinylboronates with 99% selectivity and demonstrates a broad substrate compatibility covering 29 examples. DFT calculations reveal the synergistic effect between two adjacent Cu sites, which enables the simultaneous activation of boryl species and phenylacetylene and brings them into close proximity.
More Related Videos
Related Concept Videos
Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation
One of the convenient methods for the preparation of aldehydes and ketones is via hydration of alkynes. Hydroboration-oxidation of alkynes is an indirect hydration reaction in which an alkyne is treated with borane followed by oxidation with alkaline peroxide to form an enol that rapidly converts into an aldehyde or a ketone. Terminal alkynes form aldehydes, whereas internal alkynes give ketones as the final product.
Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation
Like alkenes, alkynes can be reduced to alkanes in the presence of transition metal catalysts such as Pt, Pd, or Ni. The reaction involves two sequential syn additions of hydrogen via a cis-alkene intermediate.
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
Hydroboration-Oxidation of Alkenes
Reduction of Alkenes: Catalytic Hydrogenation
Metals like palladium, platinum, and nickel are commonly used in their solid forms — fine powder on an inert surface. As these catalysts remain insoluble in the reaction mixture, they are referred to as heterogeneous catalysts.
The hydrogenation process takes place on the surface of...
Alkynes to Aldehydes and Ketones: Acid-Catalyzed Hydration
Analogous to alkenes, alkynes also undergo acid-catalyzed hydration. While the addition of water to an alkene gives an alcohol, hydration of alkynes produces different products such as aldehydes and ketones.

