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Related Concept Videos

Aromatic Hydrocarbon Cations: Structural Overview01:18

Aromatic Hydrocarbon Cations: Structural Overview

Cycloheptatriene is a neutral monocyclic unsaturated hydrocarbon that consists of an odd number of carbon atoms and an intervening sp3 carbon in the ring. The three double bonds in the ring correspond to 6 π electrons, which is a Huckel number, and therefore satisfies the criteria of 4n + 2 π electrons. However, the intervening sp3 carbon disrupts the continuous overlap of p orbitals. As a result, cycloheptatriene is not aromatic.
Removing one hydrogen from the intervening CH2 group with both...
Thermal and Photochemical Electrocyclic Reactions: Overview01:26

Thermal and Photochemical Electrocyclic Reactions: Overview

Electrocyclic reactions are reversible reactions. They involve an intramolecular cyclization or ring-opening of a conjugated polyene. Shown below are two examples of electrocyclic reactions. In the first reaction, the formation of the cyclic product is favored. In contrast, in the second reaction, ring-opening is favored due to the high ring strain associated with cyclobutene formation.
Preparation and Reactions of Sulfides02:26

Preparation and Reactions of Sulfides

Sulfides are the sulfur analog of ethers, just as thiols are the sulfur analog of alcohol. Like ethers, sulfides also consist of two hydrocarbon groups bonded to the central sulfur atom. Depending upon the type of groups present, sulfides can be symmetrical or asymmetrical. Symmetrical sulfides can be prepared via an SN2 reaction between 2 equivalents of an alkyl halide and one equivalent of sodium sulfide.
Five-Membered Heterocyclic Aromatic Compounds: Overview01:13

Five-Membered Heterocyclic Aromatic Compounds: Overview

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, respectively.
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction01:16

[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction

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.
Aromatic Hydrocarbon Anions: Structural Overview01:18

Aromatic Hydrocarbon Anions: Structural Overview

Neutral hydrocarbons like cyclopentadiene with an odd number of carbon atoms and one intervening CH2 group in the ring are not aromatic. Cyclopentadiene with 4 π electrons does not satisfy the 4n + 2 π electron rule. Additionally, the intervening CH2 group is sp3 hybridized and lacks a vacant p orbital, thereby interrupting the overlap of p orbitals in a continuous manner and preventing the delocalization of π electrons throughout the ring.
Due to the absence of continuous overlap of p...

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Combining Solid-state and Solution-based Techniques: Synthesis and Reactivity of Chalcogenidoplumbates(II or IV)
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Combining Solid-state and Solution-based Techniques: Synthesis and Reactivity of Chalcogenidoplumbates(II or IV)

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Poly(cyclopenta[c]selenophene): a new polyselenophene.

Soumyajit Das1, Sanjio S Zade

  • 1Department of Chemical Sciences, Indian Institute of Science Education and Research, Kolkata, PO: BCKV campus main office, Mohanpur 741252, Nadia, West Bengal, India.

Chemical Communications (Cambridge, England)
|February 4, 2010
PubMed
Summary

A new synthesis of cyclopenta[c]selenophene-(CH(2)OMe)(2) was developed. This novel compound was then electrochemically polymerized and studied using spectroelectrochemistry.

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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions

Published on: July 17, 2020

Area of Science:

  • Organic Chemistry
  • Materials Science
  • Electrochemistry

Background:

  • Cyclopenta[c]selenophene derivatives are of interest for their unique electronic properties.
  • Developing efficient synthetic routes and understanding polymerization behavior is crucial for their application.

Purpose of the Study:

  • To introduce a novel synthetic methodology for cyclopenta[c]selenophene-(CH(2)OMe)(2).
  • To investigate the electrochemical polymerization of this new compound.
  • To characterize the resulting polymer using spectroelectrochemistry.

Main Methods:

  • A new synthetic approach was employed for the preparation of cyclopenta[c]selenophene-(CH(2)OMe)(2).
  • Electrochemical polymerization was performed to form the polymer.
  • Spectroelectrochemistry was utilized to study the electronic properties of the monomer and polymer.

Main Results:

  • Successful synthesis of cyclopenta[c]selenophene-(CH(2)OMe)(2) via a new route.
  • Demonstration of successful electrochemical polymerization of the synthesized compound.
  • Spectroelectrochemical analysis provided insights into the electronic structure and redox behavior.

Conclusions:

  • The novel synthetic route is effective for preparing cyclopenta[c]selenophene-(CH(2)OMe)(2).
  • The compound can be electrochemically polymerized, yielding a potentially useful material.
  • Spectroelectrochemistry is a valuable tool for characterizing such selenium-containing organic materials.