Please use this identifier to cite or link to this item: http://hdl.handle.net/11452/24172
Title: An imidazolidin-1-ol, nitrone and oxadiazinane ring-chain-ring tautomeric dynamic combinatorial library
Authors: Uludağ Üniversitesi/Fen-Edebiyat Fakültesi/Kimya Anabilim Dalı.
Coşkun, Necdet
Aksoy, Çağdaş
0000-0002-4831-934X
7004177880
55965836700
Keywords: Benzylidene exchange reaction
Dynamic combinatorial libraries
Linear free energy relationships
Ring-chain-ring tautomers
Chemistry
Selection
Issue Date: 24-Jun-2009
Publisher: Pergamon-Elsevier Science
Citation: Coşkun, N. ve Aksoy, Ç. (2009). "An imidazolidin-1-ol, nitrone and oxadiazinane ring-chain-ring tautomeric dynamic combinatorial library". Tetrahedron Letters, 50(25), 3008-3012.
Abstract: A dynamic combinatorial library (DCL) based on benzylidene exchange reactions between imidazolidin-1-ol, nitrone and oxadiazinane (INO) ring-chain-ring tautomers at room temperature is created. The probable mechanism of the reaction is discussed based on Hammett type correlation analyses. The equilibria in the DCL are defined as interconversion of INOAr-X to INOAr-Y as a result of reactions with the corresponding aldehydes Y-ArCHO and X-ArCHO and are shown to depend on the sigma constants of the substituents and are described by a simple equation logK(XY) = rho sigma(dif) + logK(XY)(x = y). The prediction of K(XY) for any INOAr-X and INOAr-Y interconversion requires only the experimental values of rho and the known Hammett sigma constants of the substituents. The effect of Zn(II) and CF(3)SO(3)H on the DCL equilibria is also reported.
URI: https://doi.org/10.1016/j.tetlet.2009.03.201
https://www.sciencedirect.com/science/article/pii/S0040403909007655
http://hdl.handle.net/11452/24172
ISSN: 0040-4039
Appears in Collections:Scopus
Web of Science

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