Related Experiment Video
Updated: Jan 27, 2026
10:19
Synthesis and Testing of Supported Pt-Cu Solid Solution Nanoparticle Catalysts for Propane Dehydrogenation
Published on: July 18, 2017
12.6K
Dehydrogenative β-Arylation of Saturated Aldehydes Using Transient Directing Groups
Xing-Long Zhang1, Gao-Fei Pan1, Xue-Qing Zhu1
1Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, Department of Chemistry & Materials Science , Northwest University , Xi'an 710069 , People's Republic of China.
Organic Letters
|March 28, 2019
Summary
A new cross-dehydrogenative-coupling reaction efficiently synthesizes cinnamaldehydes from aldehydes and arenes by cleaving four C-H bonds. This atom-economical method offers mild conditions and high E-stereoselectivity for the double bond.
Area of Science:
- Organic Chemistry
- Catalysis
- Synthetic Methodology
Background:
- Cross-dehydrogenative-coupling (CDC) reactions enable C-H bond functionalization.
- Developing efficient methods for synthesizing cinnamaldehydes is crucial in organic synthesis.
Purpose of the Study:
- To develop a novel cross-dehydrogenative-coupling reaction for cinnamaldehyde synthesis.
- To achieve the cleavage of four C-H bonds in a single synthetic step.
Main Methods:
- Utilized a novel catalytic system for the cross-dehydrogenative-coupling of saturated aldehydes with arenes.
- Investigated reaction conditions to optimize yield and selectivity.
Main Results:
- Successfully synthesized various cinnamaldehydes via the unprecedented CDC reaction.
- Achieved complete E-stereoselectivity for the C═C double bond in the products.
- Demonstrated atom and step economy, mild reaction conditions, and convenient operation.
Conclusions:
- The developed CDC reaction provides an efficient and selective route to cinnamaldehydes.
- This protocol offers a valuable tool for organic synthesis with practical advantages.
Related Concept Videos
01:59Solution Equilibrium and Saturation
21.7K
Imagine adding a small amount of sugar to a glass of water, stirring until all the sugar has dissolved, and then adding a bit more. You can repeat this process until the sugar concentration of the solution reaches its natural limit, a limit determined primarily by the relative strengths of the solute-solute, solute-solvent, and solvent-solvent attractive forces. You can be certain that you have reached this limit because, no matter how long you stir the solution, undissolved sugar remains. The...
21.7K
01:10Nomenclature of Aryl and Heterocyclic Amines
3.1K
The simplest aromatic amine is phenylamine, which contains an –NH2 functionality directly attached to an aromatic ring. The name aniline is designated for this skeleton. As shown in Figure 1, the common names of the functionalized anilines involve prefixes ortho-, meta-, and para- to indicate the substitution position. Different functionalized aniline derivatives also have notable trivial names.
3.1K
01:19Special considerations while measuring oxygen saturation
937
Assessing respiratory rate concurrently with pulse measurement is fundamental to patient care, providing valuable insights into the patient's respiratory function. The normal breathing rate for an adult usually falls within a normal range of 12 to 20 breaths per minute. Abnormal respiratory rates can signal underlying health conditions or the need for immediate intervention.
Ensuring accuracy in vital sign recordings while prioritizing patient comfort and minimizing anxiety is...
Ensuring accuracy in vital sign recordings while prioritizing patient comfort and minimizing anxiety is...
937
01:04Structures of Aldehydes and Ketones
11.8K
Vanillin—a flavoring agent in vanilla, cinnamaldehyde—a molecule responsible for the distinct smell of cinnamon, and acetone—a strong-smelling ingredient in nail polish removers, all belong to a class of carbonyl compounds called aldehydes and ketones (Figure 1). Although both aldehydes and ketones contain the characteristic carbonyl (C=O) bond, their chemical structures vary with respect to the groups directly attached to the carbonyl carbon.
In aldehydes (Figures 1a and 1b), the...
In aldehydes (Figures 1a and 1b), the...
11.8K
01:16IUPAC Nomenclature of Aldehydes
7.7K
Aldehydes are named based on the systematic nomenclature rules set by the IUPAC. For acyclic aldehydes, the longest carbon chain containing the aldehydic (–CHO) group is considered the parent chain. The aldehyde is named by replacing the last letter “e” in the hydrocarbon name with “al”. For instance, a simple, seven-carbon-membered acyclic aldehyde is called heptanal, derived from heptane. The carbon chain is numbered starting from the aldehydic carbon, although the aldehydic...
7.7K
01:22Series R—L Circuit Transients
386
In a series resistor-inductor (R-L) circuit, closing the switch at the start of the time period simulates a three-phase short circuit, a fault condition where all three phases of an unloaded synchronous machine are short-circuited. When there is no fault impedance and no initial current, the initial voltage is determined by the phase angle of the source voltage.
Using Kirchhoff's Voltage Law (KVL) to analyze this circuit helps determine the total asymmetrical fault current, which consists...
Using Kirchhoff's Voltage Law (KVL) to analyze this circuit helps determine the total asymmetrical fault current, which consists...
386