Convergent Synthesis of Isomeric Pairs of Metallocene-Containing Polyether Macrocycles

A general method for rapid construction of metallocene-based hosts is described. Treatment of polyether bridged bis(diphenylacetylenes) with a source of cyclopentadienyl cobalt at high temperature leads, via macrocyclization and capture of the intermediate cyclobutadiene, to macrocyclic systems teth...

Full description

Saved in:
Bibliographic Details
Published in:Journal of organic chemistry 2002-09, Vol.67 (19), p.6856-6859
Main Authors: Virtue, Gina A, Coyne, Ninani E, Hamilton, Darren G
Format: Article
Language:English
Subjects:
Chemistry
Coordination compounds
Exact sciences and technology
Inorganic chemistry and origins of life
Preparations and properties
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A general method for rapid construction of metallocene-based hosts is described. Treatment of polyether bridged bis(diphenylacetylenes) with a source of cyclopentadienyl cobalt at high temperature leads, via macrocyclization and capture of the intermediate cyclobutadiene, to macrocyclic systems tethered to an integral metallocene platform. Equal yields of the two possible structural isomers, the products of parallel or antiparallel cycloaddition of the precursor, are obtained. A combination of X-ray crystallography and NMR is employed to assign structures to the individual isomers and to assess the strength of lithium ion binding by the individual macrocycles.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo0259212