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

Citation
Jc. Norrild et I. Sotofte, Crystal structures of 2-(N,N-dimethylaminoalkyl)ferroceneboronic acids andtheir diol derivatives. The quest for a B-N intramolecular bond in the solid state, J CHEM S P2, (5), 2001, pp. 727-732
Citations number
33
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2
ISSN journal
1472779X → ACNP
Issue
5
Year of publication
2001
Pages
727 - 732
Database
ISI
SICI code
1472-779X(2001):5<727:CSO2AA>2.0.ZU;2-E
Abstract
The crystal structures of (S,S)-2-(N,N-dimethyl-1-aminoethyl)ferroceneboron ic 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)-ferroce neboronic acid (rac-4), (S)-[(1S,2S,3R,5S)-pinane-1,2-diyl] 2-(N,N-dimethyl aminomethyl)ferroceneboronate (5) are presented. In connection with our stu dies 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 similarit ies of the four compounds, are discussed.