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J Colloid Interface Sci. 2016 May 1;469:263-268. doi: 10.1016/j.jcis.2016.01.076. Epub 2016 Feb 4.

In-situ study of substrate--catalyst interactions in a Juliá-Colonna epoxidation using quartz crystal microbalance with dissipation.

Author information

1
Surface and Corrosion Science, School of Chemical Science and Engineering, KTH Royal Institute of Technology, Drottning Kristinas väg 51, 100 44 Stockholm, Sweden.
2
Department d'EnginyeriaQuimica, UniversitatRovira I Virgili, Av. Paisos Catalans, 26, Campus Sescelades, Tarragona 43007, Spain; EMaS-Research Center on Engineering of Materials and Micro/nanoSistems, UniversitatRovira I Virgili, Marcel-li Domingo, s/n, Tarragona 43007, Spain.
3
Department d'EnginyeriaQuimica, UniversitatRovira I Virgili, Av. Paisos Catalans, 26, Campus Sescelades, Tarragona 43007, Spain; EMaS-Research Center on Engineering of Materials and Micro/nanoSistems, UniversitatRovira I Virgili, Marcel-li Domingo, s/n, Tarragona 43007, Spain. Electronic address: annamaria.segarra@gmail.com.
4
Surface and Corrosion Science, School of Chemical Science and Engineering, KTH Royal Institute of Technology, Drottning Kristinas väg 51, 100 44 Stockholm, Sweden; SP Technical Research Institute of Sweden, SP Chemistry, Materials and Surfaces, Box 5607, SE-114 86 Stockholm, Sweden. Electronic address: mark@kth.se.

Abstract

Quartz crystal microbalance with dissipation (QCM-D) analysis of the hexa-l-Leucine (PLL)-catalyzed epoxidation of chalcone gives in-situ experimental evidences which demonstrate that the reaction proceeds mainly via the formation of a PLL-bound hydroperoxide complex followed by the reversible addition of chalcone. The observations offer an alternative rationalization for the viability of the preferred catalytic pathway.

KEYWORDS:

Catalysis; Juliá–Colonna epoxidation; Poly-l-leucine (PLL); Quartz crystal microbalance with dissipation (QCM-D)

PMID:
26896774
DOI:
10.1016/j.jcis.2016.01.076

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