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Chirality02:25

Chirality

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Chirality is a term that describes the lack of mirror symmetry in an object. In other words, chiral objects cannot be superposed on their mirror images. For example, our feet are chiral, as the mirror image of the left foot, the right foot, cannot be superposed on the left foot.
Chiral objects exhibit a sense of handedness when they interact with another chiral object. For example, our left foot can only fit in the left shoe and not in the right shoe. Achiral objects — objects that have...
33.3K
Molecules with Multiple Chiral Centers02:25

Molecules with Multiple Chiral Centers

16.7K
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...
16.7K
Chirality in Nature02:30

Chirality in Nature

18.6K
Chirality is the most intriguing yet essential facet of nature, governing life’s biochemical processes and precision. It can be observed from a snail shell pattern in a macroscopic world to an amino acid, the minutest building block of life. Most of the snails around the world have right-coiled shells because of the intrinsic chirality in their genes. All the amino acids present in the human body exist in an enantiomerically pure state, except for glycine - the sole achiral amino acid.
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Chirality at Nitrogen, Phosphorus, and Sulfur02:30

Chirality at Nitrogen, Phosphorus, and Sulfur

7.5K
Chirality is most prevalent in carbon-based tetrahedral compounds, but this important facet of molecular symmetry extends to sp3-hybridized nitrogen, phosphorus and sulfur centers, including trivalent molecules with lone pairs. Here, the lone pair behaves as a functional group in addition to the other three substituents to form an analogous tetrahedral center that can be chiral.
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
7.5K
Prochirality02:05

Prochirality

5.4K
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...
5.4K
Fischer Projections02:18

Fischer Projections

18.1K
Learning to draw Fischer projections of molecules and understanding their relevance plays a crucial role in the visual depiction of organic molecules. A Fischer projection is a two-dimensional projection on a planar surface to simplify the three-dimensional wedge–dash representation of molecules. This is especially helpful in the case of molecules with multiple chiral centers that can be difficult to draw. Here, all the bonds of interest are represented as horizontal or vertical lines.
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Fabricating van der Waals Heterostructures with Precise Rotational Alignment
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Perpetuamente autopropulsados quirales de un solo cristal.

Manas K Panda1, Tomče Runčevski, Ahmad Husain

  • 1New York University Abu Dhabi , P.O. Box 129188, Abu Dhabi, United Arab Emirates.

Journal of the American Chemical Society
|January 13, 2015
PubMed
Resumen

Los cristales quirales de ácido piroglutámico exhiben una autoactivación robusta y repetible al calentarse debido a una transición de fase estructural única. Este efecto termosaliente, a diferencia de otros, evita la desintegración del cristal, ofreciendo un nuevo mecanismo para la activación de materiales.

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Área de la Ciencia:

  • Ciencia de los materiales Ciencia de los materiales.
  • La cristalografía es una técnica de cristalografía.
  • Química Física es la química física.

Sus antecedentes:

  • Los materiales termoalientes sufren rápidos cambios de forma al calentarse.
  • Los materiales termoalientes existentes a menudo se desintegran durante la activación.
  • El ácido piroglutámico quiral (PGA) es una molécula con potencial para propiedades únicas en estado sólido.

Objetivo del estudio:

  • Investigar el mecanismo de autoactivación en cristales de ácido D- y L-piroglutámico (PGA) enantioméricamente puros.
  • Para caracterizar las propiedades estructurales y térmicas asociadas con el efecto termoaliente en PGA.
  • Para comparar el comportamiento de accionamiento del PGA quiral con otros materiales termoalientes.

Principales métodos:

  • Síntesis y caracterización de un solo cristal.
  • Calorimetría de barrido diferencial (DSC) para el análisis de la transición de fase.
  • Difracción de rayos X (XRD) para determinar las estructuras cristalinas y los coeficientes de expansión térmica.
  • Microscopía óptica in situ para observar la autoactivación.

Principales resultados:

  • Los cristales D- y L-PGA enantioméricamente puros exhiben autoactivación recurrente al calentarse, mientras que el racemato está inactivo.
  • La activación es robusta y repetible sin deterioro del cristal, atribuido a una red de enlaces de hidrógeno de baja dimensión.
  • El polimorfo β muestra una expansión térmica biaxial negativa significativa y una uniaxial positiva, un factor clave en el efecto termosaliente.

Conclusiones:

  • Los cristales quirales de PGA demuestran un nuevo y robusto efecto termoaliente impulsado por la deformación elástica y la expansión térmica anómala.
  • Los hallazgos sugieren que los efectos termosalientes pueden ocurrir en cristales blandos con expansión térmica anisotrópica y enlaces de hidrógeno limitados.
  • Este trabajo abre caminos para el diseño de nuevos materiales de autoactivación con mayor durabilidad.