Conformational analysis and binding properties of a cavity containing porphyrin catalyst provided with urea functions

Hidalgo Ramos, Pilar, Saisaha, Pattama, Elemans, Johannes A. A. W., Rowan, Alan E. and Nolte, Roeland J. M. (2016) Conformational analysis and binding properties of a cavity containing porphyrin catalyst provided with urea functions. European Journal of Organic Chemistry, 2016 26: 4487-4495. doi:10.1002/ejoc.201600627


Author Hidalgo Ramos, Pilar
Saisaha, Pattama
Elemans, Johannes A. A. W.
Rowan, Alan E.
Nolte, Roeland J. M.
Title Conformational analysis and binding properties of a cavity containing porphyrin catalyst provided with urea functions
Journal name European Journal of Organic Chemistry   Check publisher's open access policy
ISSN 1099-0690
1434-193X
Publication date 2016-09-01
Sub-type Article (original research)
DOI 10.1002/ejoc.201600627
Open Access Status Not yet assessed
Volume 2016
Issue 26
Start page 4487
End page 4495
Total pages 9
Place of publication Weinheim, Germany
Publisher Wiley - V C H Verlag GmbH & Co. KGaA
Language eng
Subject 1606 Physical and Theoretical Chemistry
1605 Organic Chemistry
Abstract Urea-functionalized porphyrin catalysts containing a cavity, which are used for the processive epoxidation of polymers, are thoroughly characterized and their binding properties and other supramolecular features disclosed. Intramolecular coordination of the urea side chains to the metal center of the porphyrin moiety is unveiled through NMR, IR, UV, and fluorescence spectroscopy studies. This intramolecular coordination appears to be essential in order to facilitate catalysis in a pseudo-rotaxane fashion, i.e. by preventing the use of an excess of bulky axial ligands. The current investigation provides information on how to modulate in a dynamic fashion the catalytic activity of supramolecular systems, which is of interest for the design of increasingly efficient processive catalysts.
Keyword Manganese
Metalloenzyme mimics
Porphyrinoids
Rotaxanes
Supramolecular chemistry
Viologens
Q-Index Code C1
Q-Index Status Provisional Code
Grant ID 259064
290886
Institutional Status UQ

Document type: Journal Article
Sub-type: Article (original research)
Collections: HERDC Pre-Audit
Australian Institute for Bioengineering and Nanotechnology Publications
 
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