Sensitive and Selective Coloration of Cryptand‐Type Crown Spirobenzopyrans for Alkaline‐Earth Metal Cations

Inoûye, Masahiko; Noguchi, Yuhei; Isagawa, Kakuzo

doi:10.1002/anie.199411631

Cited by 67 publications

(22 citation statements)

References 8 publications

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“…84 The crown ring cavity was varied in size. The addition of alkaline earth metal cation to acetonitrile solutions of compounds 65, 66, and 67 resulted in the appearance of broad absorption bands in the visible region with maxima depending on the metal coordinated by the cryptand.…”

Section: Photoswitchable Receptors Based On Spiropyransmentioning

confidence: 99%

Molecular switches as photocontrollable “smart” receptors

2012

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This critical review focuses on the development of photochromic compounds as sensors for cations, anions, and biologically important molecules. The review commences with a brief description of photochromism and the strategies to exploit photochromic molecular switches' properties for sensing application. This is followed by a summary of photoswitchable receptors emerged to date and classified according to the photochromic structure they are based on. These include azobenzenes, fulgides, dithienylethenes, dihydroindolizines, chromenes and spiropyrans.

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Section: Photoswitchable Receptors Based On Spiropyransmentioning

confidence: 99%

Molecular switches as photocontrollable “smart” receptors

2012

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“…14,[22][23][24] Recognition of transition metal ions has been largely developed. By absorption and 1 H NMR analysis, they found that the molecules could selectively uptake and release alkali and alkaline-earth metal ions by manipulation of light, thus acting as photoswitchable sensors.…”

Section: Photochromic Sensors For Metal Ionsmentioning

confidence: 99%

Photochromic sensors: a versatile approach for recognition and discrimination

et al. 2015

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Photochromic sensors are widely used in detecting and monitoring analytes. Due to the photoswitchable properties, photochromic sensors show advantages in providing more recognition states and sensing information, and thus better sensitivity to external stimulations. Via reasonable design of photochromic sensors with various ionophores, dyes, platforms and metallic complexations, it is promising to achieve visual, sensitive and high-throughput detection. In this review, we summarized the applications of photochromic sensors in the areas of specific recognition and multi-analyte discrimination, based on their isomerization to light, as well as pH, temperature, solvent, etc. Specially, the multi-analyte determination was introduced, which has aroused extensive interest in recent years.

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“…Moreover, the relative strong chelating capability of N, O-atoms of the merocyanine with all heavy and transition metal ions makes it rather difficult to discriminate between chemically closely related cations [21]. In order for a spiropyran to selectively respond to a metal ion, more sophisticated systems, with multiple metal binding sites in the spiropyran-crown (or cryptand) ether conjugates have been developed [25][26][27][28]. However, the synthesis of such spiropyrans that comprise an appended crown accepts is a trivial task.…”

Section: Introductionmentioning

confidence: 99%

“…Using the unique properties of molecule binding and photochromism, spiropyrans have been employed not only in material chemistry for optical data store [19], but also in analytical chemistry as molecular sensors for metal ions (Scheme 1A) [20]. During the past decades, a number of diverse spiropyrans have been synthesized for optical sensing of heavy and transition metal ions [21][22][23][24], alkali metal [25,26] and alkaline-earth metal ions [27,28], and lanthanide ions [29,30].…”

Section: Introductionmentioning

confidence: 99%