Crystal structure of (E )-2-(tert -butyl-amino)-4-(tert -butyl-imino)-naphthalen-1(4H )-one

Acta Crystallographica. Section E, Crystallographic Communications
Guy LamoureuxLeslie W Pineda

Abstract

The title compound, C18H24N2O, is the first example of a naphtho-quinone imine derivative isolated in the 4-imine/2-amine tautomeric form having bulky alkyl substituents at the N atoms. The mol-ecular conformation is stabilized by an intra-molecular hydrogen bond between the amine and a carbonyl group and by London attraction between the two tert-butyl groups. Only van der Waals inter-actions were identified in the crystal packing.

References

May 1, 1970·Journal of Medicinal Chemistry·F J BullockM A Tucker
Nov 16, 2013·The Journal of Organic Chemistry·Daniel V LaBarbera, Edward B Skibo
Dec 30, 2014·Acta Crystallographica. Section A, Foundations and Advances·George M Sheldrick
Jan 9, 2015·Acta Crystallographica. Section C, Structural Chemistry·George M Sheldrick
Aug 12, 2015·Angewandte Chemie·J Philipp Wagner, Peter R Schreiner
Apr 7, 2016·Acta Crystallographica Section B, Structural Science, Crystal Engineering and Materials·Colin R GroomSuzanna C Ward
Apr 24, 2016·Chemistry : a European Journal·David SchweinfurthFrançois Diederich

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Citations

Feb 5, 2019·Acta Crystallographica. Section E, Crystallographic Communications·Guy LamoureuxLeslie W Pineda

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Methods Mentioned

BETA
NMR
column chromatography
X-ray

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