Please use this identifier to cite or link to this item: https://doi.org/10.1016/j.tet.2009.02.068
Title: Conformational isomerism in 1,2-di-o-tolylnaphthalenes: selective rotation of the 2-aryl ring
Authors: Peck, T.-G.
Lai, Y.-H. 
Keywords: 1,2-Diarylnaphthalenes
Conformational behavior
Dynamic NMR
Selective rotation
Issue Date: 2-May-2009
Source: Peck, T.-G., Lai, Y.-H. (2009-05-02). Conformational isomerism in 1,2-di-o-tolylnaphthalenes: selective rotation of the 2-aryl ring. Tetrahedron 65 (18) : 3664-3667. ScholarBank@NUS Repository. https://doi.org/10.1016/j.tet.2009.02.068
Abstract: Two derivatives (X=Cl, CN) of 1,2-ditolylnaphthalene were prepared as models to investigate their conformational behavior that could involve rotation of either of the tolyl rings. The existence of anti and syn atropisomers was evident from their 1H NMR spectra at room temperature indicating two pairs of well-resolved singlets for the methyl protons. Dynamic 1H NMR studies estimated the rotation barrier to be about 76-82 kJ mol-1, a value consistent with selective rotation of the 2-tolyl ring in the conformation inter-conversion. © 2009.
Source Title: Tetrahedron
URI: http://scholarbank.nus.edu.sg/handle/10635/93358
ISSN: 00404020
DOI: 10.1016/j.tet.2009.02.068
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