The crystal structures of tropolone and 4-isopropyltropolone: a comparison

Hamor, T.A.; Derry, J. E.

doi:10.1107/s0567740873007302

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Troponoid Ring1

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1977

2004

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Cited by 7 publications

(2 citation statements)

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“…Hamor and Derry (11) found that the tropolone ring is not planar but may be described as a boat with angles of about 2' between its planes. While tropolone had been considered to be aromatic, recent results indicate that there is not complete delocalization of the *-electrons.…”

Section: Troponoid Ringmentioning

confidence: 99%

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X-Ray Analysis of Sulfur-Containing Colchicine Derivatives

Margulis

1977

Journal of Pharmaceutical Sciences

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Section: Troponoid Ringmentioning

confidence: 99%

“…Deacetylthiocolchicine hydrochloride (11) inhibited the binding of colchicine to microtubule protein and had nearly equivalent antimitotic and anti-inflammatory activities (7). Compound I1 also had about the same activity against mouse leukemia as colchicine (6).…”

mentioning

confidence: 99%

X-Ray Analysis of Sulfur-Containing Colchicine Derivatives

Margulis

1977

Journal of Pharmaceutical Sciences

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Solid‐State Structure and Tautomerism of 2‐Aminotroponimines Studied by X‐ray Crystallography and Multinuclear NMR Spectroscopy

et al. 2004

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Structural studies in the solid state by X‐ray crystallography and by 13C and 15N CPMAS NMR spectroscopy carried out on a series of 2‐aminotroponimine derivatives 2−5 has allowed to establish the existence of hydrogen bonding and to determine the most stable tautomer. Almost all the structures reflect the classical double‐well potential function for the N−H···N hydrogen bonds. Only in the case of the compound N‐(pyrrol‐1‐yl)‐2‐(pyrrol‐1‐ylamino)troponimine (5) the crystal structure shows two independent molecules, one with a classical hydrogen bond and another with either a single‐well or a low‐barrier hydrogen bond. The structure of this compound is discussed with the use of the solid‐state NMR spectroscopic data. 2‐Aminotropones, as intermediates to the 2‐aminotroponimines, show the oxo‐tautomer as the stable form. B3LYP/6‐31G* calculations are used to rationalise the experimental results. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)

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