Abstract

We report the synthesis and characterization, in low polarity solvents, of a novel class of diametric phosphine gold(I) cavitands characterized by a 1,2,3-alternate geometry. Preliminary catalytic studies were performed on a model cycloisomerization of 1,6-enynes as a function of the relative orientation of the bonded gold(I) nuclei with respect to the macrocyclic cavity.

Highlights

  • One of the latest challenges in supramolecular chemistry is the design and development of novel macrocyclic-based entities able to influence the catalytic activities of the metal center [1,2,3]

  • Calix[6]arene macrocycles are less exploited in catalysis [28]

  • In order to get more insights on the role of the cavity to dictate the position of the metal centers, we reasoned on the possibility to design a novel generation of diametric phosphine gold(I) cavitands exploiting a calix[6]arene scaffold characterized by a 1,2,3-alternate conformation

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Summary

Introduction

One of the latest challenges in supramolecular chemistry is the design and development of novel macrocyclic-based entities able to influence the catalytic activities of the metal center [1,2,3]. In order to get more insights on the role of the cavity to dictate the position of the metal centers, we reasoned on the possibility to design a novel generation of diametric phosphine gold(I) cavitands exploiting a calix[6]arene scaffold characterized by a 1,2,3-alternate conformation. This geometry would segregate two catalytically active gold(I) nuclei to the opposite sides of the macrocycle, offering them the possibility to approach the cavity, exerting any control over the catalytic manifold (Figure 1d).

Results
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