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Issue 4, 2015
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Bis-mixed-carbene ruthenium-thiolate-alkylidene complexes: synthesis and olefin metathesis activity

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Abstract

A series of bis-carbene Ru-hydride species, including (IMes)(Im(OMe)2)(PPh3)RuHCl (1) and (SIMes)(Me2Im(OMe)2)(PPh3)RuHCl (2) were prepared and subsequently shown to react with aryl-vinyl-sulfides to give the bis-carbene-alkylidene complexes: Im(OMe)2(SIMes)RuCl(SR)([double bond, length as m-dash]CHCH3) (R = p-FC6H4 (3), p-(NO2)C6H4 (4)), Im(OMe)2(IMes)RuCl([double bond, length as m-dash]CHCH3)(SPh) (5), Me2Im(OMe)2(SIMes)RuCl([double bond, length as m-dash]CHCH3)(SPh) (6), Im(OMe)2(SIMes)(F5C6S)RuCl([double bond, length as m-dash]CHR) (R = C4H9 (9), C5H11 (10)). The activity of these species in the standard Grubbs’ tests for ring-opening metathesis polymerization, ring-closing and cross-metathesis are reported. Although these thiolate derivatives are shown to exhibit modest metathesis activities, the reactivity is enhanced in the presence of BCl3.

Graphical abstract: Bis-mixed-carbene ruthenium-thiolate-alkylidene complexes: synthesis and olefin metathesis activity

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Supplementary files

Article information


Submitted
12 Oct 2014
Accepted
24 Nov 2014
First published
25 Nov 2014

Dalton Trans., 2015,44, 1724-1733
Article type
Paper
Author version available

Bis-mixed-carbene ruthenium-thiolate-alkylidene complexes: synthesis and olefin metathesis activity

F. Dahcheh and D. W. Stephan, Dalton Trans., 2015, 44, 1724
DOI: 10.1039/C4DT03137G

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