A new three-dimensional cycloaddition compound and its inclusion complexes formed by 1,3-dipolar cycloaddition reaction of p-phenylenebis(3-sydnone) and N-phenylmaleimide

Takagi, Kiyoshi; Shiro, Motoo; Takeda, Sadamu; Nakamura, Nobuo

doi:10.1021/ja00048a010

Cited by 10 publications

(3 citation statements)

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“…The unstable species formed by loss of carbon dioxide are also azomethine ylides: thus, in the reaction of 3-phenylsydnone with N-phenylmaleimide, a second dipolar cycloaddition reaction can take place (Scheme 13.35) [106].…”

Section: -90%mentioning

confidence: 99%

Oxadiazoles

Romeo¹,

Chiacchio²

2011

Modern Heterocyclic Chemistry

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Section: -90%mentioning

confidence: 99%

Oxadiazoles

Romeo¹,

Chiacchio²

2011

Modern Heterocyclic Chemistry

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“…MR shows mass losses at 331.6, 451.8, 528.3, and 551.2 °C, with the greatest loss being at 451.8 °C. MR1OH shows solvent loss at 151.7 °C, related to the DMF used in the reaction, , and two mass losses at 397.6 and 439.3 °C, which decrease the thermal stability of the material . RM1OTIPS shows mass losses at 124.3 and 229.0 °C, corresponding, respectively, to losses of the solvent and TIPS-Cl used in the reaction, and two mass losses at 401.0 and 442.2 °C.…”

Section: Resultsmentioning

confidence: 99%

Optical Chemosensors and Chemodosimeters for Anion Detection Based on Merrifield Resin Functionalized with Brooker’s Merocyanine Derivatives

Stock

Dreyer

Nunes

et al. 2019

ACS Appl. Polym. Mater.

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Dyes supported on polymer materials have shown relevance in obtaining optical devices for anionic analyte detection. Thus, in this study, Merrifield resin was functionalized with protonated or silylated perichromic probes, derived from Brooker's merocyanine to be used in chemosensor and chemodosimeter approaches for the detection of anionic species. The phenolic and silylated functionalized resins were characterized by infrared spectrophotometry, thermogravimetric analysis, scanning electron microscopy, and optical and confocal microscopy techniques. These materials were studied in trichloromethane as chromogenic and fluorogenic systems for H 2 PO 4 − , CN − , CH 3 COO − , and F − detection. Furthermore, the functionalized polymers were analyzed by laser scanning confocal microscopy and showed multifluorescence in all cases, due to the fact that the dye is distributed in different microenvironments in the Merrifield resin. These devices have the potential to be studied through multivariate image analysis to obtain faster and simpler results in the detection of anionic analytes.

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“…[2][3][4] The electrophilic substitution of sydnones in C4 position is a well-known method for the preparation of a wide range of 4-heterocycle-substituted sydnones. [5,6] 1,2,4-Oxadiazole derivatives are also important skeletons of biologically or pharmacologically important compounds. For example, muscarinic agonists, histamine H3 antagonists, antitumoral, anti-inflammatory, and antimycobacterium tuberculosis agents containing a 1,2,4-oxadiazole ring are among them.…”

Section: Introductionmentioning

confidence: 99%