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Videos de Conceptos Relacionados

Prochirality02:05

Prochirality

The concept of prochirality leads to the nomenclature of the individual faces of a molecule and plays a crucial role in the enantioselective reaction. It is a concept where two or more achiral molecules react to produce chiral products. A typical process is the reaction of an achiral ketone to generate a chiral alcohol. Here, the achiral reactant reacts with an achiral reducing agent, sodium borohydride, to generate an equimolar mixture of the chiral enantiomers of the product. For example, an...
Molecules with Multiple Chiral Centers02:25

Molecules with Multiple Chiral Centers

Molecules that possess multiple chiral centers can afford a large number of stereoisomers. For instance, while some molecules like 2-butanol have one chiral center, defined as a tetrahedral carbon atom with four different substituents attached, several molecules like butane-2,3-diol have multiple chiral centers. A simple formula to predict the number of stereoisomers possible for a molecule with n chiral centers is 2n. However, there can be a lower number where some of the stereoisomers are...
Stability of Substituted Cyclohexanes02:30

Stability of Substituted Cyclohexanes

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...
Stereoisomerism of Cyclic Compounds02:33

Stereoisomerism of Cyclic Compounds

In this lesson, we delve into the role of ring conformation and its stability, which determines the spatial arrangement and, consequently, the molecular symmetry and stereoisomerism of cyclic compounds. 1,2-Dimethylcyclohexane is used as a case study to evaluate the possible number of stereoisomers. Here, given the multiple (n = 2) chiral centers, there are 2n = 4 possible configurations that lack a plane of symmetry, as the ring skeleton exists in a non-planar chair conformation. In addition,...
Step-Growth Polymerization: Overview01:03

Step-Growth Polymerization: Overview

Step-growth or condensation polymerization is a stepwise reaction of bi or multifunctional monomers to form long-chain polymers. As all the monomers are reactive, most of the monomers are consumed at the early stages of the reaction to form small chains of reactive oligomers, which then combine to form long polymer chains in the late stages. Hence, the reaction has to proceed for a long time to achieve high molecular weight polymers.
Many natural and synthetic polymers are produced by...
Polymer Classification: Stereospecificity01:26

Polymer Classification: Stereospecificity

Polymerization generates chiral centers along the entire backbone of a polymer chain. Accordingly, the stereochemistry of the substituent group has a significant effect on polymer properties. Polymers formed from monosubstituted alkene monomers feature chiral carbons at every alternate position in the polymer backbone. Relative to the predominant orientation of substituents at the adjacent chiral carbons, the polymer can exist in three different configurations: isotactic, syndiotactic, and...

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Controlling the Size, Shape and Stability of Supramolecular Polymers in Water
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Published on: August 2, 2012

Copolímeros supramoleculares quirales (A)6-B altamente estables: un proceso de autoensamblaje basado en

Shi-Gui Chen1, Yue Yu, Xin Zhao

  • 1State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, China.

Journal of the American Chemical Society
|July 5, 2011
PubMed
Resumen

Los investigadores ensamblaron un nuevo copolimero supramolecular con capas quirales usando vinculantes de zinc porfirina y piridina. Esta compleja formación de materiales pasa de un control dinámico a uno termodinámico durante el ensamblaje.

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Área de la Ciencia:

  • Química supramolecular de las moléculas.
  • Ciencia de los materiales Ciencia de los materiales.
  • Coordinación Química de la Coordinación

Sus antecedentes:

  • El desarrollo de materiales avanzados con arquitecturas controladas es crucial.
  • Las estructuras supramoleculares quirales ofrecen propiedades únicas para diversas aplicaciones.
  • Los procesos de autoensamblaje son clave para la construcción de sistemas moleculares complejos.

Objetivo del estudio:

  • Para sintetizar un nuevo copolimero supramolecular con capas quirales.
  • Para investigar el mecanismo de autoensamblaje de este nuevo copolímero.
  • Comprender las fuerzas motrices y los mecanismos de control en su formación.

Principales métodos:

  • Síntesis de hexámero de porfirina de zinc C(6) simétrico con enlace de hidrógeno.
  • Síntesis de enlaces de hexadentato de piridina quiral C(3)-simétrico. síntesis de enlaces de hexadentato de piridina.
  • Conjunto multivalente de zinc porfirina-piridina impulsado por la coordinación.
  • Caracterización mediante espectroscopia UV-vis, dicroísmo circular y dispersión estática de la luz.

Principales resultados:

  • El ensamblaje exitoso de un copolimero supramolecular en capas quirales de alto peso molecular.
  • Demostración de la coordinación porfirina-piridina de zinc multivalente como la fuerza motriz.
  • Evidencia de una transición en el control de ensamblaje de procesos dinámicos a termodinámicos.
  • Los datos espectroscópicos y de dispersión confirmaron la formación y las propiedades del copolímero.

Conclusiones:

  • Se sintetizó y caracterizó con éxito un nuevo copolímero supramolecular quiral.
  • El proceso de ensamblaje se rige por interacciones específicas de coordinación y exhibe un interruptor en los mecanismos de control.
  • Este estudio proporciona información sobre el diseño racional y la formación controlada de complejas arquitecturas supramoleculares.