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Synthesis and rhodium complexes of macrocyclic PNP and PONOP pincer ligands

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Abstract

The synthesis of macrocyclic variants of commonly employed phosphine-based pincer ligands derived from lutidine (PNP-14) and 2,6-dihydroxypyridine (PONOP-14) is described, where the P-donors are trans-substituted with a tetradecamethylene linker. This was accomplished using an eight-step procedure involving borane protection, ring-closing olefin metathesis, chromatographic separation from the cis-substituted diastereomers, and borane deprotection. The rhodium coordination chemistry of these ligands has been explored, aided by the facile synthesis of 2,2′-biphenyl (biph) adducts [Rh(PNP-14)(biph)][BArF4] and [Rh(PONOP-14)(biph)][BArF4] (ArF = 3,5-(CF3)2C6H3). Subsequent hydrogenolysis enabled generation of dihydrogen, ethylene and carbonyl derivatives; notably the ν(CO) bands of the carbonyl complexes provide a means to compare the donor properties of the new pincer ligands with established acyclic congeners.

Graphical abstract: Synthesis and rhodium complexes of macrocyclic PNP and PONOP pincer ligands

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Article information


Submitted
20 Nov 2019
Accepted
11 Dec 2019
First published
08 Jan 2020

This article is Open Access

Dalton Trans., 2020, Advance Article
Article type
Paper

Synthesis and rhodium complexes of macrocyclic PNP and PONOP pincer ligands

T. M. Hood, M. R. Gyton and A. B. Chaplin, Dalton Trans., 2020, Advance Article , DOI: 10.1039/C9DT04474D

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