Abstract: C2-symmetric terpene-based bis(α-amine oximes) prepared from natural monoterpenes undergo inter- and intramolecular cross-linking to form D2-symmetric macrocycles in relatively good preparative yields (35–64 %). The new compounds are crystalline solids which are well soluble in low-polar organic solvents and are able to selectively extract some noble metals (Pd, Pt and Au) from complex mixtures of transition elements. C2-symmetric terpene-based bis(α-amine oximes) prepared from monoterpene hydrocarbons (+)-3-carene, (−)-α-pinene and (+)-limonene, when treated with methylene chloride under phase-transfer conditions, undergo inter- and intramolecular cross-linking at oxime groups to form D2-symmetric macrocycles in relatively good preparative yields (35–64 %). The structure of the new compounds was solved by spectroscopic methods and proved by X-ray crystallography. D2-symmetric macrocycles are crystalline solids which are well soluble even in small amounts of low-polar organic solvents. Using Microwave Plasma Atomic Emission Spectrometry the new compounds was found to be able to selectively extract some noble metals (PtIV, AuIII, PdII) from aqueous solutions with pH=1.2 containing complex mixtures of transition elements at with no noticeable extraction of d-elements (CrVI, MnII, FeIII, CoII, NiII, CuII, ZnII) and other noble metals (RuIII, RhIII, IrIII).

Cite: Bizyaev S.N. , Gatilov Y.V. , Zubricheva D.V. , Tikhova V.D. , Tkachev A.V.
A New Type of Terpene‐Based D2‐Symmetric Macrocycles, Capable of Selectively Extracting Au, Pd and Pt from Complex Mixtures
ChemistrySelect. 2022. V.7. N22. DOI: 10.1002/slct.202201263 WOS Scopus

Dates:

Published online:

Jun 9, 2022

Identifiers:

Web of science	WOS:000808240300001
Scopus	2-s2.0-85132293026
OpenAlex	W4281636612

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