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- W2078133391 abstract "Five new atropisomerically chiral 1,8-dihetarylnaphthalenes were prepared by Pd(0)-catalyzed coupling reactions. Variable-temperature proton NMR spectra show those compounds with a 2‘-pyridyl or 2‘-pyrazinyl ring have a much lower energy barrier for rotation to interconvert conformational isomers than those with a 3‘-pyridyl ring. Coalescence temperatures may differ by as much as 100 °C. The results of AM1 and PM3 computations indicate the preferred transition state for σ-bond rotation places the annular nitrogen atom in the 2‘ or ortho position toward the face of the second hetaryl ring and not toward the naphthalene ring." @default.
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- W2078133391 title "Influence of the Position of an Annular Nitrogen Atom on the Magnitude of the Rotational Barriers in Atropisomers of 1,8-Dihetarylnaphthalenes" @default.
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- W2078133391 doi "https://doi.org/10.1021/jo961825n" @default.
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