Probing the Salt-Metathesis Route to Bis(aryl)calcium Compounds: Structure of an Arylcalcate Complex

Harder S, Ruspic C (2015)


Publication Status: Published

Publication Type: Journal article

Publication year: 2015

Journal

Publisher: Wiley-VCH Verlag

Pages Range: 5743-5750

Journal Issue: 35

DOI: 10.1002/ejic.201501178

Abstract

1,3-Diisopropoxybenzene can be selectively metalated by nBuLi or by the superbase mixtures nBuLi/NaOC(Me)(2)Et or nBuLi/KOC(Me)(2)Et to give 2,6-diisopropoxyphenyllithium (71%), 2,6-diisopropoxyphenylsodium (61%), or 2,6-diiso-propoxyphenylpotassium (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)(2)C6H3}(3)Ca]K--(+), which is the first arylcalcate complex to have been structurally characterized. The trend in the C-13 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.

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APA:

Harder, S., & Ruspic, C. (2015). Probing the Salt-Metathesis Route to Bis(aryl)calcium Compounds: Structure of an Arylcalcate Complex. European Journal of Inorganic Chemistry, 35, 5743-5750. https://dx.doi.org/10.1002/ejic.201501178

MLA:

Harder, Sjoerd, and Christian Ruspic. "Probing the Salt-Metathesis Route to Bis(aryl)calcium Compounds: Structure of an Arylcalcate Complex." European Journal of Inorganic Chemistry 35 (2015): 5743-5750.

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