Volume 27, Issue 16
Organic Dyes
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ChemInform Abstract: First Permanent Opened Forms in Spiro(indoline-oxazine) Series: Synthesis and Structural Elucidation.

P. LAREGINIE

P. LAREGINIE

GCOBO, CNRS, Fac. Sci. Luminy, F-13288 Marseille, Fr.

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V. LOKSHIN

V. LOKSHIN

GCOBO, CNRS, Fac. Sci. Luminy, F-13288 Marseille, Fr.

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A. SAMAT

A. SAMAT

GCOBO, CNRS, Fac. Sci. Luminy, F-13288 Marseille, Fr.

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R. GUGLIELMETTI

R. GUGLIELMETTI

GCOBO, CNRS, Fac. Sci. Luminy, F-13288 Marseille, Fr.

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G. PEPE

G. PEPE

GCOBO, CNRS, Fac. Sci. Luminy, F-13288 Marseille, Fr.

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First published: April 16, 1996

Abstract

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ChemInform Abstract

Condensation of oximinonaphthoquinones (II) and (VII) with indoline derivative (III) affords the unexpected, highly colored, first permanent opened forms (IV) (violet) and (IX) (blue) of spirooxazines ( Va) and (Vb). Compound (IX) is accompanied by a small amount of green by-product (X), due to the inseparable mixture of educts (VII) and ( VIII). The geometrical trans-trans-cis structure as well as the quinoidic electronic distribution of (IV) and (IX) are determined by 1H NMR spectroscopy, dipole moment and X-ray diffraction measurements.

chemical structure image

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