Preparation of heteromacrocycles bearing two tetra-coordinate phosphorus atoms and at least two ferrocene units

Abstract

A synthetic procedure has been developed for the preparation of a new type of macrocycle in which the ferrocene unit is appended to an O-N-P-macrocycle or it is incorporated within the macrocyclic unit. The methodology is based on the Staudinger reaction of a bis-azide with the appropriate diphosphine.

Development and Characterisation of Highly Conjugated Functionalised Ferrocenylene Macrocycles

“…Here, the incorporation of a redox active fragment within these structures can lead to greatly enhanced electroactive functionality, and many examples exist within the literature where ferrocene has been inserted into these architectures, either into the backbone of the macrocycle, [50][51][52][53][54][55][56] or as an appendage. [57][58][59][60][61][62] Lesser developed however, is the incorporation of the 1,1'-substituted ferrocene moiety into highly conjugated macrocycles which contain unsaturated linking groups. These molecules exhibit both rigid structures and well-defined pores, which lend them towards effective application in the areas of sensing and host-guest chemistry.…”

“…Further to this, ferrocene has garnered significant interest in the development of macrocyclic molecules. Here, the incorporation of a redox active fragment within these structures can lead to greatly enhanced electroactive functionality, and many examples exist within the literature where ferrocene has been inserted into these architectures, either into the backbone of the macrocycle, [50–56] or as an appendage [57–62] . Lesser developed however, is the incorporation of the 1,1‘‐substituted ferrocene moiety into highly conjugated macrocycles which contain unsaturated linking groups.…”