Crystal structures of 2-(N,N-dimethylaminoalkyl)ferroceneboronic acids and their diol derivatives. The quest for a B–N intramolecular bond in the solid state

Jens Chr. Norrild; Inger Søtofte

doi:10.1039/B102377M

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Crystal structures of 2-(N,N-dimethylaminoalkyl)ferroceneboronic acids and their diol derivatives. The quest for a B–N intramolecular bond in the solid state

Jens Chr. Norrild*^a and Inger Søtofte*^b

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* Corresponding authors

^a University of Copenhagen, Department of Chemistry, Laboratory for Organic Chemistry, Universitetsparken 5, Copenhagen, Denmark
E-mail: jcn@kiku.d
Fax: +45 35 32 02 12

^b Technical University of Denmark, Department of Chemistry, Kgs.Lyngby, Denmark
E-mail: is@kemi.dtu.dk
Fax: +45 45 88 31 36

Abstract

The crystal structures of (S,S)-2-(N,N-dimethyl-1-aminoethyl)ferroceneboronic acid (2), (S,S)-1-(N,N-dimethyl-1-aminoethyl)-2-(4,4,5,5-tetraphenyl-1,3,2-dioxaborolan-2-yl)ferrocene (3), rac-2-(N,N-dimethylaminomethyl)ferroceneboronic acid (rac-4), (S)-[(1S,2S,3R,5S)-pinane-1,2-diyl] 2-(N,N-dimethylaminomethyl)ferroceneboronate (5) are presented. In connection with our studies of boronic acid-based carbohydrate sensors, we aimed at verifying the existence of an intramolecular B–N bond in these compounds; however, such a bond was not found. This fact, and other structural elements and similarities of the four compounds, are discussed.

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Supplementary files

Crystal structure data TXT (98K)

Article information

DOI: https://doi.org/10.1039/B102377M
Article type: Paper
Submitted: 12 Mar 2001
Accepted: 20 Mar 2001
First published: 18 Apr 2001

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J. Chem. Soc., Perkin Trans. 2, 2001, 727-732

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Crystal structures of 2-(N,N-dimethylaminoalkyl)ferroceneboronic acids and their diol derivatives. The quest for a B–N intramolecular bond in the solid state

J. Chr. Norrild and I. Søtofte, J. Chem. Soc., Perkin Trans. 2, 2001, 727 DOI: 10.1039/B102377M

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Journal of the Chemical Society, Perkin Transactions 2

Crystal structures of 2-(N,N-dimethylaminoalkyl)ferroceneboronic acids and their diol derivatives. The quest for a B–N intramolecular bond in the solid state

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Crystal structures of 2-(N,N-dimethylaminoalkyl)ferroceneboronic acids and their diol derivatives. The quest for a B–N intramolecular bond in the solid state

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