H/D exchange of β-carbonyl esters inhibited by cucurbit[7]uril

• Autorzy: Xiulei Xu , Yao Wang , Li Liu
• Języki publikacji: EN

Abstrakty

EN

Hydrogen/deuterium (H/D) exchange at the α-H of β-carbonyl esters has been used as a useful probe to demonstrate the kinetic aspects of cucurbit[7]uril-catalyzed processes. The rate constants for H/D exchange of ethyl acetoacetate (1), methyl acetoacetate (2) and dimethyl malonate (3) have been determined in the absence and presence of cucurbit[7] uril by 1H NMR spectroscopy. H/D exchange at the α-H of β-carbonyl esters is inhibited by cucurbit[7]uril in D2O, where the inhibitory factor order methyl acetoacetate > ethyl acetoacetate > dimethyl malonate, is in good agreement with the order of their binding constants. In the previous research, the models are oftentimes restricted to positively charged substrate. We now extend this research to neutral substrates, hence demonstrating further the versatile applications of cucurbiturils in the field of supramolecular catalysis.

Słowa kluczowe

EN

β-carbonyl ester; Cucurbituril; Host-guest complex; Inhibitory factor; Supramolecular catalysis

• Czasopismo: Supramolecular Catalysis
• Rocznik: 2012
• Tom: 1
• Strony: 12-15

Daty

otrzymano

2012-09-11

zaakceptowano

2012-10-28

online

2012-11-14

Twórcy

autor

Xiulei Xu

• Dalian University of Technology, Dalian 116024, China

autor

Yao Wang

• Dalian University of Technology, Dalian 116024, China

autor

Li Liu

• Dalian Institute of Chemical Physics, CAS, Dalian 116023, China,

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Identyfikatory

DOI

10.2478/supcat-2012-0003