Topic
Fluorenone
About: Fluorenone is a research topic. Over the lifetime, 1067 publications have been published within this topic receiving 17162 citations. The topic is also known as: Diphenylene ketone & 9-Oxofluorene.
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TL;DR: In this article, the results of the reaction of fluoren-9-ylidene-3-thioxopropanenitrile with nitrile 3 were shown to give dipolar adducts.
Abstract: Lawesson's reagent reacts with xanthen-9-ylidenemalono-nitrile 3 to give adducts 5a, 6a and 7, respectively. In case of the reaction of fluoren-9-ylidenemalononitrile 4 with j[, only 3-amino-2-fluoren-9-ylidene-3-thioxopropanenitrile 5b is obtained together with trimer 7. Whereas, trisdialkylaminophosphines 2a,b reacts with nitrile 3 to give the dipolar adducts 8 and 9, the corresponding dialkylaminophosphonate adducts 10a and 10b are obtained from the reaction of 2a,b with nitrile 4. Structural reasoning for the new adducts was based on compatible analytical and spectral data.
2 citations
TL;DR: In this paper, a theory based on the formation and polymerization of free radicals is advanced, and discussed in relation to the dimerization of other less heavily substituted olefins.
Abstract: When Harpe & Van Dorp1 first described the preparation of s-bisdiphenylene-ethylene by heat treatment of fluorene with lead oxide, they mentioned that the red product was extracted with hot alcohol to free it from ‘resinous material’. We have repeated this work and that of Graebe2 and found that, in addition to the products bisdiphenylene-ethane, bisdiphenylene-ethylene and fluorenone, there appears a reddish-brown, high-melting, benzene-soluble, alcohol-insoluble material, the proportion of which depends on the time for which the reactants are maintained at temperatures in the region of 360°. Analysis of fractions obtained by solvent extraction shows that this material consists essentially of the dimeric and trimeric forms of bisdiphenylene-ethylene. That such polymerization products of bisdiphenylene-ethylene do, in fact, exist has been shown by heat treatment of the olefin in vacuo at 360°, when dimeric and trimeric derivatives identical with those mentioned above were isolated. (Complex materials, similar in appearance, have also been produced from bisdiphenylene-ethylene by the action of dimethyl sulphate at 100°.)
In an attempt to explain these transformations, a theory based on the formation and polymerization of ‘free radicals’ is advanced, and discussed in relation to the dimerization of other less heavily substituted olefins.
2 citations
TL;DR: Aniline, diphenylamine, and diazabicyclo-octane effectively retard photoreduction of fluorenone by triethylamine by quenching the triplet of fluorescence as discussed by the authors.
Abstract: Aniline, diphenylamine, and diazabicyclo-octane effectively retard photoreduction of fluorenone by triethylamine, by quenching the triplet of fluorenone; the efficiency of quenching by anilines is increased by electron-donating and decreased by electron-withdrawing para-substituents.
2 citations
TL;DR: The reaction of 2-methylnuorenone (3) or fluorenone(4) with 2-methy19-eth6xy-9, 9'bu reny1(10c-2) was the mixture of racemic andneso isomers as mentioned in this paper.
Abstract: The reaction of 2-methylnuorenone(3)or fluorenone(4)with 2-methyl-9 uorenyl lithium (5) or 9-nuorenyl lithium (6) 1ed-to three 2-methyl stIbstituted 9-hydroxy-9, 9bifluorenyls (7a, 7 b)and(7)1. The. compounds(7)were converted into three 9-bromo9, 9-bi-renyls(8 a), (8 band(8 c)), respectively, by passing dry HBr gas through the solution of (7)in acetic acid. The dehydrobromination of (8) was effected by alkali to give the red hydr carb ns 9, 9' biurenylidenes(9 a)and(9 c)The reac of (8) with hot aliphatic alcohols led to the several correspong 9a1koxy-9, 9bifl uoreny1S(10).urthermore, 9, 9-bifluorenyls(15 aand(15b))were bbained fro'the reduction df(9)AbyZn-dstand.Both 2, 2 diethyl-9-hdr y-9, 9 u renyl(7c)and 2, 2'dimethy19-eth6xy-9, 9'bu reny1(10c-2)werefond tobe the mixture of threoand erythro isomrs, and 2 2'diethy1-9 9bfi uorenyl(15 c)was the mixture of racemic andneso isomers.
2 citations
Patent•
05 Jun 2013
TL;DR: In this article, a method for the preparation of fluorene derivatives having a multi-photon absorption characteristic, a preparation method and applications thereof, was presented, where the materials can be used in ultrafast laser amplitude stabilizers, and the method has characteristics of mild conditions, high reaction selectivity and low cost.
Abstract: The present invention provides fluorene derivatives having a multi-photon absorption characteristic, a preparation method and applications thereof. According to the preparation method, fluorene is adopted as a raw material, potassium hydroxide is adopted as a catalyst, oxidation is performed to prepare 9-fluorenone, a bromination reaction is adopted to link bromine to the fluorene ring, the obtained compound and phenylacetylene containing an ether group (-O-R) generate a fluorenone derivative under an effect of the catalyst, and the fluorenone derivative reacts with a Lawesson reagent to generate a series of fluorene derivative materials having a multi-photon absorption characteristic, wherein the method has characteristics of mild conditions, high reaction selectivity and low cost. The materials can be used in ultrafast laser amplitude stabilizers.
2 citations