Abstract

A cubic nanocage (O symmetry) that exhibits inherent chirality and has a covalent, rigid skeleton with molecule-sized entrance portals was obtained by means of dynamic covalent chemistry using a reaction between aldehyde-functionalized resorcin[4]arene and hydrazine.

Highlights

  • A cubic nanocage (O symmetry) that exhibits inherent chirality and has a covalent, rigid skeleton with molecule-sized entrance portals was obtained by means of dynamic covalent chemistry using a reaction between aldehyde-functionalized resorcin[4]arene and hydrazine

  • Among them resorcinarene-based hexamers attract attention due to their easy synthesis and aesthetic design, and because they have proven to be exceptional for stabilizing fleeting reactive intermediates,[14] accelerating,[15,16,17] or changing regiochemistry[18] and product distributions[19,20,21,22] of reactions, and blocking non-radiative decays for luminescent molecules.[23]

  • In this paper we present a new member of the family of organic nanocages that has unique features, originating from its chirality, covalent, rigid skeleton and presence of moleculesized portals

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Summary

Introduction

A cubic nanocage (O symmetry) that exhibits inherent chirality and has a covalent, rigid skeleton with molecule-sized entrance portals was obtained by means of dynamic covalent chemistry using a reaction between aldehyde-functionalized resorcin[4]arene and hydrazine. Among them resorcinarene-based hexamers attract attention due to their easy synthesis and aesthetic design, and because they have proven to be exceptional for stabilizing fleeting reactive intermediates,[14] accelerating,[15,16,17] or changing regiochemistry[18] and product distributions[19,20,21,22] of reactions, and blocking non-radiative decays for luminescent molecules.[23] Chirality of organic cages would open new research directions towards asymmetric applications, but the number of such molecules is limited.[2,3,24,25] In this paper we present a new member of the family of organic nanocages that has unique features, originating from its chirality, covalent, rigid skeleton and presence of moleculesized portals.

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