Video Experimental Relacionado

Updated: Sep 10, 2025

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units

Published on: September 18, 2016

Calix inherentemente quiral [1] Derivados de areno: concepto y síntesis enantioselectiva

Jia Feng¹, Long-Long Xi¹, Ren-Rong Liu¹

¹College of Chemistry and Chemical Engineering, Qingdao University, Ningxia Road 308, Qingdao, 266071, China.

Chemistry (Weinheim an der Bergstrasse, Germany)

|August 26, 2025

Resumen

Los derivados de quiral calix[4]areno son clave en la síntesis enantioselectiva. Esta revisión cubre estrategias recientes para sintetizar estas moléculas y discute las direcciones futuras para el desarrollo del macrociclo quiral.

Área de la Ciencia:

Química orgánica
Química supramolecular

Sus antecedentes:

Los derivados de calix[4]areno exhiben una quiralidad inherente debido a sus estructuras macrocíclicas retorcidas.
Estos compuestos son valiosos en el reconocimiento quiral, la detección, los materiales de luminiscencia polarizada circular (CPL) y la catálisis enantioselectiva.
Sus andamios únicos han generado un interés significativo en la síntesis enantioselectiva.

Objetivo del estudio:

Para revisar los avances recientes en la síntesis enantioselectiva de los derivados de calix[4]areno.
Para resaltar nuevas estrategias y metodologías sintéticas.
Proporcionar perspectivas sobre las direcciones futuras de la investigación en este campo.

Principales métodos:

Se centra en las estrategias de desimetrización para crear arenas de calix quirales.
Explora los enfoques de síntesis de novo para la construcción de macrociclos quirales.
Resume la literatura clave sobre las metodologías enantioselectivas recientes.

Principales resultados:

Demuestra la creciente importancia y versatilidad de los derivados de calix[4]areno en la síntesis asimétrica.
Destaca el desarrollo de métodos sofisticados para acceder a macrociclos enantioméricamente puros.
Identifica las áreas donde se necesitan nuevas estructuras derivadas y mejores rutas sintéticas.

Conclusiones:

La síntesis enantioselectiva de calix[4]arenas es un campo en rápida evolución con un potencial significativo.
La innovación continua en las estrategias sintéticas es crucial para ampliar sus aplicaciones.
La investigación futura debe centrarse en nuevas estructuras y en metodologías enantioselectivas más eficientes.

Palabras clave:

Calix[4]areno y sus derivados síntesis enantioselectiva quiralidad inherente Síntesis orgánica y catalítica Catalización de metales de transición

Más Videos Relacionados

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones

Published on: February 7, 2019

Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine

Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine

Published on: June 13, 2022

Videos de Conceptos Relacionados

Prochirality

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...

Chirality at Nitrogen, Phosphorus, and Sulfur

Chirality at Nitrogen, Phosphorus, and Sulfur

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...

Naming Enantiomers

Naming Enantiomers

The naming of enantiomers employs the Cahn–Ingold–Prelog rules that involve assigning priorities to different substituent groups at a chiral center. Each enantiomer, being a distinct molecule, is assigned a unique name by the Cahn–Ingold–Prelog (CIP) rules, also called the R–S system. The prefix R- or S- attached to the chiral centers in an enantiomer is dependent on the spatial arrangement of the four substituents on the chiral center. The R–S system...

Stereoisomerism of Cyclic Compounds

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,...

Molecules with Multiple Chiral Centers

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...

Diels–Alder Reaction Forming Cyclic Products: Stereochemistry

Diels–Alder Reaction Forming Cyclic Products: Stereochemistry

The Diels–Alder reaction is one of the robust methods for synthesizing unsaturated six-membered rings. The reaction involves a concerted cyclic movement of six π electrons: four π electrons from the diene and two π electrons from the dienophile.