Synthesis of dibenzylamino-1-methylcyclohexanol and dibenzylamino-1-trifluoromethylcyclohexanol isomers
Jones, D. Heulyn and Bresciani, Stefano and Tellam, James P. and Wojno, Justyna and Cooper, Anthony W J and Kennedy, Alan R. and Tomkinson, Nicholas C O (2016) Synthesis of dibenzylamino-1-methylcyclohexanol and dibenzylamino-1-trifluoromethylcyclohexanol isomers. Organic and Biomolecular Chemistry, 14 (1). pp. 172-182. ISSN 1477-0520 (https://doi.org/10.1039/c5ob01924a)
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Abstract
The isomers of dibenzylamino-1-methylcyclohexan-1-ol and dibenzylamino-1-trifluoromethylcyclohexan-1-ol have been prepared. The stereochemistry of these compounds was unequivocally assigned through a combination of NMR spectroscopy and single crystal X-ray analysis. The cis-isomer of 3-N,N-dibenzylamino-1-trifluoromethylcyclohexanol and its derivatives display an unusual conformational behaviour in both solution-phase and the solid-state, where the amino group usually adopts an axial conformation.
ORCID iDs
Jones, D. Heulyn, Bresciani, Stefano, Tellam, James P., Wojno, Justyna, Cooper, Anthony W J, Kennedy, Alan R. ORCID: https://orcid.org/0000-0003-3652-6015 and Tomkinson, Nicholas C O ORCID: https://orcid.org/0000-0002-5509-0133;-
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Item type: Article ID code: 55978 Dates: DateEvent1 January 2016Published8 October 2015Published Online8 October 2015AcceptedSubjects: Science > Chemistry Department: UNSPECIFIED Depositing user: Pure Administrator Date deposited: 22 Mar 2016 12:36 Last modified: 22 Sep 2024 00:49 Related URLs: URI: https://strathprints.strath.ac.uk/id/eprint/55978