Related Experiment Video
Updated: Jan 29, 2026
![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)
07:12
Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
6.7K
(PhC(NtBu)2Al)2(SiH2)4 six-membered heterocycle: comparable in structure to cyclohexane
Jiancheng Li1, Mingdong Zhong, Helena Keil
1State Key Laboratory of Physical Chemistry of Solid Surface, National Engineering Laboratory for Green Chemical Productions of Alcohols-Ethers-Esters College of Chemistry and Chemical Engineering Xiamen University, Xiamen 361005, China. hpzhu@xmu.edu.cn.
Chemical Communications (Cambridge, England)
|February 7, 2019
Summary
Researchers synthesized a novel silicon-aluminum heterocycle with a unique ring structure. Intermediate compounds were also formed, with one showing potential as an activated catalyst due to its aluminum-hydride bonds.
Area of Science:
- Organometallic Chemistry
- Inorganic Chemistry
- Materials Science
Background:
- Silicon-aluminum chemistry is crucial for developing new materials and catalysts.
- Understanding the structural and electronic properties of heterocycles is key to advancing chemical synthesis.
Purpose of the Study:
- To synthesize and characterize a novel silicon-aluminum heterocycle.
- To explore the structural features and potential reactivity of related intermediate compounds.
Main Methods:
- Chemical synthesis of the target silicon-aluminum heterocycle.
- Structural characterization using spectroscopic techniques and X-ray crystallography.
- Isolation and analysis of intermediate silylene-alane adducts and oxidative products.
Main Results:
- A silicon-aluminum heterocycle, LAl(SiH2SiH2)2AlL, was successfully prepared.
- The heterocycle exhibits a unique centrosymmetric six-membered ring with a chair conformation.
- Two intermediate compounds, a silylene-alane adduct and an oxidative product, were obtained and characterized.
Conclusions:
- The synthesized silicon-aluminum heterocycle possesses a unique structural motif.
- The oxidative product contains proximate aluminum-hydride and silylene units, suggesting potential catalytic activity.
- This work expands the understanding of silicon-aluminum heterocyclic chemistry and opens avenues for catalyst development.
Related Concept Videos
01:13Five-Membered Heterocyclic Aromatic Compounds: Overview
5.4K
Heterocyclic aromatic compounds are cyclic compounds that are aromatic and have one or more heteroatoms—atoms other than carbon, in the ring. Depending upon the number of atoms present in the ring, they can be either five or six-membered. Examples of five-membered heterocyclic aromatic compounds include pyrrole, furan, thiophene, and imidazole. Pyrrole consists of one nitrogen atom having one lone pair of electrons. Furan and thiophene have one oxygen and one sulfur heteroatom,...
5.4K
01:20Criteria for Aromaticity and the Hückel 4n + 2 Rule
13.1K
Like benzene, cyclobutadiene and cyclooctatetraene are cyclic compounds with alternate single and double bonds. However, their chemical behavior differs from benzene, as they are unstable and not aromatic. So, what are the structural characteristics of unsaturated compounds categorized as aromatic?
For the first time, Eric Hückel, a German chemical physicist, derived a set of structural features for a compound to be classified as aromatic. This is now known as Hückel’s rule or the 4n +...
For the first time, Eric Hückel, a German chemical physicist, derived a set of structural features for a compound to be classified as aromatic. This is now known as Hückel’s rule or the 4n +...
13.1K
02:11Conformations of Cyclohexane
15.6K
Cyclohexane does not exist in a planar form due to the high angle and torsional strain it would experience in the planar structure. Instead, it adopts non-planar chair and boat conformations.
The chair form is the most stable and derives its name from its resemblance to the “easy chair.” In the chair conformation, two carbon atoms are arranged out-of-plane — one above and one below, minimizing the torsional strain. In the chair form, the bond angle is very close to the ideal...
The chair form is the most stable and derives its name from its resemblance to the “easy chair.” In the chair conformation, two carbon atoms are arranged out-of-plane — one above and one below, minimizing the torsional strain. In the chair form, the bond angle is very close to the ideal...
15.6K
02:02Chair Conformation of Cyclohexane
18.5K
The chair conformation is the most stable form of cyclohexane due to the absence of angle and torsional strain. The absence of angle strain is a result of cyclohexane’s bond angle being very close to the ideal tetrahedral bond angle of 109.5° in its chair conformer. Similarly, the torsional strain is also absent owing to the perfectly staggered arrangement of bonds.
The hydrogen atoms linked to carbons are arranged in two different axial and equatorial orientations to achieve this...
The hydrogen atoms linked to carbons are arranged in two different axial and equatorial orientations to achieve this...
18.5K
![[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2Ffiles%2Fmedia%2Fscience-education%2Fscience-education-thumbs%2F12417.jpg&w=3840&q=75)
01:16[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
12.3K
The Diels–Alder reaction is an example of a thermal pericyclic reaction between a conjugated diene and an alkene or alkyne, commonly referred to as a dienophile. The reaction involves a concerted movement of six π electrons, four from the diene and two from the dienophile, forming an unsaturated six-membered ring. As a result, these reactions are classified as [4+2] cycloadditions.
12.3K
02:30Stability of Substituted Cyclohexanes
15.1K
This lesson discusses the stability of substituted cyclohexanes with a focus on energies of various conformers and the effect of 1,3-diaxial interactions.
The two chair conformations of cyclohexanes undergo rapid interconversion at room temperature. Both forms have identical energies and stabilities, each comprising equal amounts of the equilibrium mixture. Replacing a hydrogen atom with a functional group makes the two conformations energetically non-equivalent.
For example, in...
The two chair conformations of cyclohexanes undergo rapid interconversion at room temperature. Both forms have identical energies and stabilities, each comprising equal amounts of the equilibrium mixture. Replacing a hydrogen atom with a functional group makes the two conformations energetically non-equivalent.
For example, in...
15.1K