3,3-Dimethyl-4 [2-methyl-l-propenyl] -1,2-dioxetane: Its Thermal Stability and Chemiluminescent Properties
نویسندگان
چکیده
1,2-Dioxetanes, Chemüuminescence, Activation Parameters, Excitation Yields, Solvent Effects The alkenyl-substituted 1,2-dioxetane (1) was prepared by photosensitized singlet oxygenation of 2,5-dimethyl-2,4-hexadiene and its activation and excitation parameters determined. It is shown that dioxetane (1) is comparable in its thermal stability to alkylsubstituted dioxetanes and an inefficient chemical source of electronic excitation.
منابع مشابه
Fluoride-induced chemiluminescent decomposition of 1,2-dioxetanes bearing a phenyl moiety substituted with a methyl having an electron-withdrawing group.
A new type of dioxetane bearing a 3-(cyanomethyl)phenyl (1a), 3-(methoxycarbonylmethyl)phenyl (1b), 3-(benzoylmethyl)phenyl (1c), or 3-[cyano(methoxycarbonyl)methyl]phenyl group (1d) decomposed through an intermediary dioxetane bearing a benzylic carbanion to afford crimson to yellow light on treatment with TBAF in DMSO.
متن کاملA novel and unusually long-lived chemiluminophore based on the 7-hydroxycoumarin scaffold.
Synthesis and chemiluminescent properties of a new 1,2-dioxetane chemiluminophore bearing a 7-hydroxycoumarin moiety are presented. The 1,2-dioxetane decomposition ended up with strong and long-lived emission of light. This new structure opens way to the development of a new generation of bright chemiluminescent bio-probes.
متن کاملNovel self-dyed wholly aromatic polyamide-hydrazides covalently bonded with azo groups in their main chains: 1. Structure-property relationships.
Twelve novel intrinsically colored wholly aromatic azopolyamide-hydrazides containing various proportions of para- and meta-phenylene units were successfully synthesized by a low temperature (-10 °C) solution polycondensation reaction of either 4-amino-3-hydroxybenzhydrazide (4A3HBH) or 3-amino-4-hydroxybenzhydrazide (3A4HBH) with an equimolar amount of either 4,4'-azodibenzoyl chloride (4,4'AD...
متن کاملSubstituent effects on the decomposition of chemiluminescent tricyclic aromatic dioxetanes.
Three tricyclic 1,2-dioxetane derivatives, 1a, 2a and 3a were synthesized from their corresponding 1,4-dioxin acenaphthylene compounds, 1, 2 and 3, by reaction with singlet-oxygen ((1) O2 ) in dichloromethane. Evidence for the formation of the dioxetanes 1a, 2a and 3a is provided by the chemiluminescence (CL) that corresponds to the emission from the electronically excited diesters 1b*, 2b* and...
متن کاملChemiluminescent probes for imaging H2S in living animals† †Electronic supplementary information (ESI) available: Detailed experimental procedures, characterization of compounds, computational methods, optimized geometries, atomic charges, supplementary figures, and replicate images. See DOI: 10.1039/c4sc03516j Click here for additional data file.
Hydrogen sulphide (H2S) is an endogenous mediator of human health and disease, but precise measurement in living cells and animals remains a considerable challenge. We report the total chemical synthesis and characterization of three 1,2-dioxetane chemiluminescent reaction-based H2S probes, CHS-1, CHS-2, and CHS-3. Upon treatment with H2S at physiological pH, these probes display instantaneous ...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
عنوان ژورنال:
دوره شماره
صفحات -
تاریخ انتشار 2012