1′,3′,3′-Trimethyl-6-nitrospiro[2 H -1-benzopyran-2,2′-indoline]: its thermal enantiomerization and the equilibration with its merocyanine †Chiral 2H-pyrans, Part 10. Part 9: Ref. 1. †

Kiesswetter, Roland; Pustet, Nikola; Brandl, Friedrich; Mannschreck, Albrecht

doi:10.1016/s0957-4166(99)00538-8

Cited by 40 publications

(19 citation statements)

References 26 publications

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“…The solid MC form was prepared by precipitating it from the solution of SP-1 in hexane under UV irradiation [29,30]. The 4 Â 10 À3 M solution was irradiated with a 150 W Osram XBO xenon lamp through a UG1 band filter with a transmission maximum at 357 nm.…”

Section: Methodsmentioning

confidence: 99%

Metal complexes of the merocyanine form of nitrobenzospyran: Structure, optical spectra, stability

Kubinyi

Varga

Baranyai

et al. 2011

Journal of Molecular Structure

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Section: Methodsmentioning

confidence: 99%

Metal complexes of the merocyanine form of nitrobenzospyran: Structure, optical spectra, stability

Kubinyi

Varga

Baranyai

et al. 2011

Journal of Molecular Structure

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“…The membrane was washed with distilled water and treated with 1% sodium hydroxide at 80°C for 1 h, followed by rinsing with water. 1 0 ,3 0 ,3 0 -trimethyl-6-nitrospiro(2H-1-benzopyran-2,2 0 -indoline) (NO 2 SP) was previously synthesized in our own laboratory (Kießwetter et al 1999;Moniruzzaman et al 2006). The other chemicals were purchased from Shanghai Chemical Company.…”

Section: Methodsmentioning

confidence: 99%

Preparation and properties of photochromic bacterial cellulose nanofibrous membranes

et al. 2011

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The photochromic bacterial cellulose (BC) nanofibrous membranes containing 1 0 ,3 0 ,3 0 -trimethyl-6-nitrospiro(2H-1-benzopyran-2,2 0 -indoline) (NO 2 SP) were successfully prepared by surface modification of BC nanofibers with spiropyran photochromes, and their physical and photochromic properties were characterized. The FTIR spectra indicated the interaction between BC and NO 2 SP which leads to the uniform dispersion of NO 2 SP in the nanofibrous membrane. SEM results demonstrated that the introduction of NO 2 SP maintains the nanofibrous network structure of BC. UV/vis spectrometry of the resulting BC-NO 2 SP revealed that the membranes show reversible photochromic property by changing their color from colorless to pink forming a merocyanine structure upon UV irradiation, and returning back again to colorless spiropyran structure by visible light. The contact angle of the BC-NO 2 SP with water was found to be reversibly regulated due to the reversible isomerization of the spiropyran moieties in BC-NO 2 SP. The result indicates that the surface modification with spiropyran photochromes expands new applications of BC nanofibers and such photochromic nanofibers with excellent photosensitivity have great potentials for sensitive displays, biosensors and other optical devices.

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“…As an example, the A() chromatograms of a racemic indolinospirochromene 18,21 at different temperatures show the expected consequences of the interconversion of enantiomers (Fig. 8a): Formation of a plateau (15°C) and increasing intensity between the two peaks (25 and 30°C) as well as their coalescence (35°C).…”

Section: Interconversion Of Enantiomers During Chromatographymentioning

confidence: 98%

“…The mechanism of such enantiomerizations is known 18 to consist of cleavage of the C(sp 3 )-O bond and reclosure of the chromene ring. The deconvolutions (Fig.…”

Section: S46mentioning

confidence: 99%

Chiroptical detection during liquid chromatography: Deconvolution of overlapping peaks of enantiomers and its applications

et al. 2003

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The peaks of enantiomers in liquid chromatography (LC) frequently overlap for different reasons. The experimental curve can be deconvolved, i.e., transformed into the two curves of the enantiomers, without any assumption concerning their peak shapes. Besides the usual photometric UV detection, resulting in absorbance A, polarimetric or circular dichroic detection is required, providing the rotation 90 degree angle alpha or the differential absorbance DeltaA, respectively. The accuracy of the ratio alpha/A or DeltaA/A for the pure enantiomers is essential for the quality of the deconvolution. The determination of these ratios, using the overlapping peaks, and the subsequent computer deconvolution of the latter are discussed in more detail than in the earlier publications, e.g. Ref. 1 concerning this particular method. The computer program developed for this purpose is characterized. A condition is given which limits the availability of ratios and, therefore, the possibility of deconvolution. Several novel examples are described which stem from the following fields of application of deconvolved peaks: actual optical purities during LC (on-line analysis), overall optical purity of a sample, purities of chromatographic peaks, and, finally, enantiomerization during LC.

show abstract

1′,3′,3′-Trimethyl-6-nitrospiro[2 H -1-benzopyran-2,2′-indoline]: its thermal enantiomerization and the equilibration with its merocyanine †Chiral 2H-pyrans, Part 10. Part 9: Ref. 1. †

Cited by 40 publications

References 26 publications

Metal complexes of the merocyanine form of nitrobenzospyran: Structure, optical spectra, stability

Metal complexes of the merocyanine form of nitrobenzospyran: Structure, optical spectra, stability

Preparation and properties of photochromic bacterial cellulose nanofibrous membranes

Chiroptical detection during liquid chromatography: Deconvolution of overlapping peaks of enantiomers and its applications

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