The synthesis of optically active calix[4]arenes with one or three substituents on the methylene bridges.
نویسندگان
چکیده
A facile synthesis of optically active mono and trisubstituted calix[4]arenes is described wherein the chirality at the methylene bridges arises from centers of chirality present in the diyne and the bis-carbene complex from which they are constructed.
منابع مشابه
Optically active calixarenes conduced by methylene substitution.
The first method for the synthesis of optically active calix[4]arenes that are chiral as a result of substitution on the methylene bridges is described. The key step in the synthesis involves the reaction of a biscarbene complex with a diyne, which generates two of the benzene rings and the macrocyclic ring of the calix in a single transformation. The utility of this triple annulation process i...
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Macrocycles consisting of naphthalene units connected via methylene bridges offer certain advantages as macrocylic scaffolds as compared with parent calixarenes. These advantages originate from their electron rich and enlarged cavities. Additionally, macrocycles containing 1,3-bridged naphthalene units are dissymmetric and therefore they present interesting stereochemical features, including in...
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Calixarenes and related compounds are established scaffolds useful as ligands and very popular as building blocks for molecular design. At the same time, the use of these compounds is virtually always defined by the ability of researchers to prepare them efficiently in useful quantities, and in a controlled fashion. As an example, calix[4]arenes, calix[6]arenes, and calix[8]arenes gained popula...
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Upper rim substituted tetraiodo calix[4]arenes are coupled to a variety of acrylamides using the palladium catalysed Heck reaction. Tetra-acrylamido upper rim substituted calix[4]arenes are obtained in good yields with exceptionally high stereoselectivity, to produce the all-trans isomers. Tetra-acrylamido calix[4]arenes derived from secondary acrylamides are shown to dimerise via eight hydroge...
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ورودعنوان ژورنال:
- Chemical communications
دوره 46 43 شماره
صفحات -
تاریخ انتشار 2010