A Preliminary X-Ray Investigation of Naphthazarin.

Borgen, O.; Terjesen, S.G.; Cox, R. A.; Peacocke, A. R.

doi:10.3891/acta.chem.scand.10-0867

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Cited by 8 publications

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“…The structure of 5CIN is also interesting in that it can be compared with several structures of similar molecules: 1,4-naphthoquinone (Gaultier & Hauw, 1965), juglone (Cradwick & Hall, 1971), and naphthazarine (Borgen, 1956;Watase, Osaki & Nitta, 1957;Golder & Zhdanov, 1958;Pascard-Billy, 1962). (In the molecule of juglone the carbon atom C(5) carries a hydroxy group instead of the chlorine atom of 5CIN.)…”

Section: Introductionmentioning

confidence: 99%

The crystal structure of 5-chloro-l,4-naphthoquinone

Scheringer¹

1973

Acta Crystallogr Sect B

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Section: Introductionmentioning

confidence: 99%

The crystal structure of 5-chloro-l,4-naphthoquinone

Scheringer¹

1973

Acta Crystallogr Sect B

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Über Wasserstoffbrücken, III. Über die OH‐Banden im IR‐Spektrum von Hydroxy‐naphthochinonen

Musso

Seeger

1960

Chem. Ber.

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NMR studies of intramolecular proton exchange in alkylated naphthazarins

Elöve

Schauble

1987

Magnetic Reson in Chemistry

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Three groups of alkyl-substituted naphthazarins were studied by 'H and "C NMR in chloroform-d at ambient temperature. Preliminary 'H NMR studies were carried out on selected members of each group at low temperatures (down to -120 "C) in dichloromethaue-d, solution. Monoalkylnaphthazarins were found to exist predominantly as the 2-alkyl tautomers ( I ) and the dimethylalkyl species as the 2,3-dimethyl-6-alkyl tautomers (I). However, both symmetrically and unsymmetrically substituted 2,6-and 2,7-dialkylnaphthazarins exhibited averaged chemical shifts and coupling constants indicating rapid proton exchange between the two minimum energy 174-dione tautomers ( I and ZZ). I3C NMR shifts were utilized to calculate tautomer populations of the unsymmetrical 2,6-and 2,7-(methyl, a1kyl)naphthazarins.

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A Preliminary X-Ray Investigation of Naphthazarin.

Cited by 8 publications

References 0 publications

The crystal structure of 5-chloro-l,4-naphthoquinone

The crystal structure of 5-chloro-l,4-naphthoquinone

Über Wasserstoffbrücken, III. Über die OH‐Banden im IR‐Spektrum von Hydroxy‐naphthochinonen

NMR studies of intramolecular proton exchange in alkylated naphthazarins

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