Related Experiment Video
Updated: Jun 5, 2025
09:58
Metal-free Synthesis of Ynones from Acyl Chlorides and Potassium Alkynyltrifluoroborate Salts
Published on: February 24, 2015
11.2K
Low-Dimensional Metal-Alkynyls: On-Surface Synthesis and Properties
Ting Hu1, Haoyang Deng1, Qiwei Chen1
1BNLMS, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, China.
The Journal of Physical Chemistry Letters
|December 16, 2024
Summary
Precise on-surface synthesis enables controlled construction of low-dimensional metal-alkynyls. This approach facilitates detailed studies of their electronic properties and reactivity for advanced materials applications.
Area of Science:
- Materials Science
- Surface Chemistry
- Nanotechnology
Background:
- Metal-alkynyls are functional materials with diverse applications in optics, liquid crystals, and catalysis.
- Synthesizing complex metal-alkynyl structures with high selectivity remains a significant challenge.
Purpose of the Study:
- To provide an overview of recent advancements in the precise on-surface synthesis of low-dimensional (LD) metal-alkynyls.
- To highlight the potential of on-surface chemistry for controlled material construction and characterization.
Main Methods:
- On-surface synthesis techniques for creating LD metal-alkynyls.
- Advanced surface characterization methods, including scanning tunneling microscopy (STM).
- Atomic-level investigations of chemical reactivity and electronic properties.
Main Results:
- Demonstration of controlled synthesis of LD metal-alkynyls on surfaces.
- Characterization of conjugated electronic states and rich chemistry of surface-confined metal-alkynyls.
- Insights into the reactivity and electronic properties at the atomic level.
Conclusions:
- On-surface chemistry offers a powerful platform for the precise synthesis and investigation of LD metal-alkynyls.
- Surface-confined metal-alkynyls exhibit unique electronic and chemical properties suitable for advanced applications.
- This approach paves the way for designing novel functional metal-organic materials.
More Related Videos
Related Concept Videos
02:24Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation
7.6K
Introduction
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.
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.
7.6K
02:42Acidity of 1-Alkynes
9.6K
The acidic strength of hydrocarbons follows the order: Alkynes > Alkenes > Alkanes. The strength of an acid is commonly expressed in units of pKa — the lower the pKa, the stronger the acid. Among the hydrocarbons, terminal alkynes have lower pKa values and are, therefore, more acidic. For example, the pKa values for ethane, ethene, and acetylene are 51, 44, and 25, respectively, as shown here.
9.6K
02:27Preparation of Alkynes: Alkylation Reaction
9.9K
Introduction
Alkylation of terminal alkynes with primary alkyl halides in the presence of a strong base like sodium amide is one of the common methods for the synthesis of longer carbon-chain alkynes. For example, treatment of 1-propyne with sodium amide followed by reaction with ethyl bromide yields 2-pentyne.
Alkylation of terminal alkynes with primary alkyl halides in the presence of a strong base like sodium amide is one of the common methods for the synthesis of longer carbon-chain alkynes. For example, treatment of 1-propyne with sodium amide followed by reaction with ethyl bromide yields 2-pentyne.
9.9K
02:47Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation
17.8K
Introduction
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.
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.
17.8K
02:17Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
3.2K
Catalytic hydrogenation of alkenes is a transition-metal catalyzed reduction of the double bond using molecular hydrogen to give alkanes. The mode of hydrogen addition follows syn stereochemistry.
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...
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...
3.2K
02:37Structure and Physical Properties of Alkynes
10.3K
Introduction:
In nature, compounds containing both carbon and hydrogen are known as "hydrocarbons". Aliphatic hydrocarbons are compounds whose molecules contain saturated single bonds (i.e., alkanes) or unsaturated double or triple bonds. Alkenes contain carbon–carbon double bonds and have a structural formula CnH2n. Unsaturated hydrocarbons containing carbon–carbon triple bonds are called "alkynes" and are structurally represented by the formula CnH2n-2.
The...
In nature, compounds containing both carbon and hydrogen are known as "hydrocarbons". Aliphatic hydrocarbons are compounds whose molecules contain saturated single bonds (i.e., alkanes) or unsaturated double or triple bonds. Alkenes contain carbon–carbon double bonds and have a structural formula CnH2n. Unsaturated hydrocarbons containing carbon–carbon triple bonds are called "alkynes" and are structurally represented by the formula CnH2n-2.
The...
10.3K