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Related Concept Videos

Aromatic Hydrocarbon Anions: Structural Overview01:18

Aromatic Hydrocarbon Anions: Structural Overview

4.3K
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...
4.3K
Aromatic Hydrocarbon Cations: Structural Overview01:18

Aromatic Hydrocarbon Cations: Structural Overview

4.3K
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...
4.3K
Olefin Metathesis Polymerization: Ring-Opening Metathesis Polymerization (ROMP)01:16

Olefin Metathesis Polymerization: Ring-Opening Metathesis Polymerization (ROMP)

3.3K
Ring-opening metathesis polymerization or ROMP involves strained cycloalkenes as starting materials. The mechanism of ROMP proceeds by reacting cycloalkene with Grubbs catalyst to give metallacyclobutane intermediate which undergoes a ring-opening reaction to form new carbene. The new carbene reacts with another molecule of cycloalkene. Repetition of these steps leads to the formation of an unsaturated open-chain polymer product. All these steps are reversible, however, relieving the ring...
3.3K
Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)00:53

Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)

2.3K
Acyclic diene metathesis polymerization or ADMET polymerization involves cross-metathesis of terminal dienes, such as 1,8-nonadiene, to give linear unsaturated polymer and ethylene. As ADMET is a reversible process, the formed ethylene gas must be removed from the reaction mixture to complete the polymerization process.
Similar to cross-metathesis, ADMET also involves the formation of metallacyclobutane intermediate by [2+2] cycloaddition of one of the double bonds of a terminal diene with...
2.3K
Olefin Metathesis Polymerization: Overview01:13

Olefin Metathesis Polymerization: Overview

2.7K
Recently, the development of olefin metathesis polymerization advanced the field of polymer synthesis. Simply put, the reorganization of substituents on their double bonds between two olefins in the presence of a catalyst is known as the olefin metathesis reaction. The use of metathesis reaction for polymer synthesis is called olefin metathesis polymerization.
Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists of a...
2.7K
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH301:11

ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3

7.9K
All ortho–para directors, excluding halogens, are activating groups. These groups donate electrons to the ring, making the ring carbons electron-rich. Consequently, the reactivity of the aromatic ring towards electrophilic substitution increases. For instance, the nitration of anisole is about 10,000 times faster than the nitration of benzene. The electron-donating effect of the methoxy group in anisole activates the ortho and para positions on the ring and stabilizes the corresponding...
7.9K

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Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
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A Perylene-Based Microporous Coordination Polymer Interacts Selectively with Electron-Poor Aromatics.

Ly D Tran1, Jialiu Ma1, Antek G Wong-Foy1

  • 1Department of Chemistry, University of Michigan, 930 N. University Ave, Ann Arbor, MI, 48109, USA.

Chemistry (Weinheim an Der Bergstrasse, Germany)
|February 13, 2016
PubMed
Summary

A new material, UMCM-310, efficiently separates nitroaromatics using unique electronic properties. This porous coordination polymer also separates large organic molecules by adsorption, not just size.

Keywords:
adsorptionhost-guest systemsliquid chromatographymetal-organic frameworksmicroporous materials

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Area of Science:

  • Materials Science
  • Chemistry

Background:

  • Microporous coordination polymers offer tunable properties for separation applications.
  • Perylene-based linkers can impart unique electronic characteristics to materials.

Purpose of the Study:

  • To design, synthesize, and characterize a novel microporous coordination polymer, UMCM-310.
  • To investigate the selective adsorption and separation capabilities of UMCM-310 for aromatic compounds.

Main Methods:

  • Synthesis of the microporous coordination polymer UMCM-310.
  • Characterization of UMCM-310's structural and electronic properties.
  • Adsorption studies to evaluate separation efficiency for nitroaromatics and large organic molecules.

Main Results:

  • Successful design and synthesis of UMCM-310.
  • The perylene-based linker provides unique electronic character for selective interactions.
  • UMCM-310 demonstrates efficient separation of nitroaromatics and large organic molecules via adsorption.

Conclusions:

  • UMCM-310 is a promising material for selective separation of electron-poor aromatics.
  • The material's high surface area and large pore size enable adsorption-based separation of bulky organic molecules.