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- Title
Probing the Salt-Metathesis Route to Bis(aryl)calcium Compounds: Structure of an Arylcalcate Complex.
- Authors
Harder, Sjoerd; Ruspic, Christian
- Abstract
1,3-Diisopropoxybenzene can be selectively metalated by nBuLi or by the superbase mixtures nBuLi/NaOC(Me)2Et or nBuLi/KOC(Me)2Et to give 2,6-diisopropoxyphenyllithium (71 %), 2,6-diisopropoxyphenylsodium (61 %), or 2,6-diisopropoxyphenylpotassium (59 %) as isolated products. The attempted synthesis of bis(2,6-diisopropoxyphenyl)calcium by the salt metathesis route using 2,6-diisopropoxyphenylsodium and CaI2 gave an undefined mixture of products, whereas the attempted synthesis of bis(2,6-diisopropoxyphenyl)calcium by the same approach using 2,6-diisopropoxyphenylpotassium and CaI2 gave the calcate complex [{( iPrO)2C6H3}3Ca]-K+, which is the first arylcalcate complex to have been structurally characterized. The trend in the 13C NMR chemical shifts of the aryl C ipso atoms shows that the calcate complex displays an aryl-metal bond polarity (nucleophilicity/basicity) similar to that in arylsodium compounds.
- Subjects
MOLECULAR probes; METATHESIS reactions; CALCIUM compounds; BENZENE derivatives; ALKALINE earth metals; COMPLEX compounds; SUPERBASES (Chemistry); NUCLEAR magnetic resonance
- Publication
European Journal of Inorganic Chemistry, 2015, Vol 2015, Issue 35, p5743
- ISSN
1434-1948
- Publication type
Article
- DOI
10.1002/ejic.201501178