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Determining the π-Acceptor Properties of N-Heterocyclic Carbenes by Measuring the <sup>77</sup>Se NMR Chemical Shifts of Their Selenium Adducts

Organometallics · 2013 · Vol. 32(19) · pp. 5269–5272
Annika LiskeKathrin VerlindenHannes BuhlKlaus SchaperChristian Ganter

Abstract

A new method for the assessment of the π-acceptor strength of N-heterocyclic carbenes is presented. The 77Se chemical shifts of the easily available selenium carbene adducts 1·Se–7·Se correlate with the π-acceptor character of the respective carbenes. The observed δ(77Se) values cover a range of almost 800 ppm, with increasing π-acidity leading to a downfield shift of the signal.

N-Heterocyclic Carbenes in Organic and Inorganic ChemistryCoordination Chemistry and OrganometallicsCatalytic Cross-Coupling ReactionsChemistryAdductCarbeneSeleniumAcceptorChemical shiftOrganic chemistryPhysical chemistryCatalysis
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Determining the π-Acceptor Properties of N-Heterocyclic Carbenes by Measuring the <sup>77</sup>Se NMR Chemical Shifts of Their Selenium Adducts · Scinovex