Modified N-Heterocyclic Carbene Ligand for the Recovery of Olefin Metathesis Catalysts via Noncovalent Host–Guest Interactions | Zendy

Brian A. Ondrusek | Zendy; Hoyong Chung | Zendy

Open Access

Modified N-Heterocyclic Carbene Ligand for the Recovery of Olefin Metathesis Catalysts via Noncovalent Host–Guest Interactions

Author(s) -

Brian A. Ondrusek,

Hoyong Chung

Publication year - 2017

Publication title -

acs omega

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.779

H-Index - 40

ISSN - 2470-1343

DOI - 10.1021/acsomega.7b00635

Subject(s) - carbene , ruthenium , catalysis , chemistry , metathesis , ligand (biochemistry) , combinatorial chemistry , salt metathesis reaction , supramolecular chemistry , homogeneous catalysis , alkene , olefin fiber , organic chemistry , molecule , polymerization , biochemistry , receptor , polymer

A general method, focusing upon olefin metathesis, was developed for the recovery of homogeneous olefin metathesis catalysts from crude reaction solutions. This method utilizes the supramolecular host-guest interaction between an azobenzene-modified N -heterocyclic carbene ligand and a silica-grafted β-cyclodextrin to remove homogeneous catalyst in a heterogeneous manner, allowing for the recovery of more than 97% of ruthenium in solution. The robust and simple nature of the guest molecule allows for the application of this method to a wide range of homogeneous catalysts. This study reports the synthesis and characterization of the said precatalyst and host compound as well as proof-of-concept recovery trials for a number of common substrates, with the residual ruthenium content of reaction mixtures evaluated by inductively coupled plasma mass spectrometry.

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