4709-64-2Relevant academic research and scientific papers
FLUORENE COMPOUND AND METHOD FOR PRODUCING THE SAME
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Paragraph 0276-0279, (2020/11/10)
PROBLEM TO BE SOLVED: To provide a fluorene compound that can emit light with high emission quantum efficiency (quantum efficiency or quantum yield), and a method for producing the same and a use therefor. SOLUTION: A fluorene compound is represented by t
The Role of Single-Electron Transfer in SN2-Type Substitution Reactions of Anions with Alkyl Halides
Bordwell, F.G.,Harrelson, John A.
, p. 4893 - 4898 (2007/10/02)
Rate constants (kobsd) for reactions of electrophiles with: (a) various carbanions, including 9-substituted fluorenide ions (9-GFl-), 9-substituted xanthenide ions, α-cyano carbanions, anb β-diketo enolate ions, (b) phenothiazinide (PTZ-) and carbazole (Cb-) nitranions, (c) 4-substituted phenoxide ions, and (d) thiphenoxide ions, have been campared with rate constants for single-electron transfer (kSET) calculated using a Marcus-type equation.For both 9-GFl- carbanion and 2-GPTZ- nitranion families reacting with SET acceptors, such as 1,1-dinitrocyclohexane, the kobsd/kSET ratio is near unity.For 9-GFl- carbanions reacting with Ph2CHCl the kobsd/kSET ratios range from 2 to 105, those for 2-PTZ- nitranions from 370 to 1.3*104, and those for Cb- nitranions from 108 to 1010.For reactions of 4-GC6H4O- oxanions with Ph2CHCl the ratios range from 103 for G = Me2N to 1013 for G = CN; for PhS- ion reacting with n-BuBr the ratio is 1017.The significance of these results with respect to the role of an outer sphere SET mechanism in substitution reactions of anions with alkyl halides is discussed.
STEREOSELECTIVE ELECTROCHEMICAL SYNTHESIS AND CATHODIC BEHAVIOUR OF (9-exo-BENZYL-η6-FLUORENE)CHROMIUM TRICARBONYL
Gautheron, B.,Degrand, C.,Bikrani, M.
, p. 207 - 220 (2007/10/02)
The one-electron electrochemical reductive cleavage of (η6-fluorene)Cr(CO)3 gives the (η6-fluorenyl)Cr(CO)3 anion.This anion reacts at 0 deg C in DMF with benzyl chloride present in excess during electrolysis to give (9-exo-benzylfluorene)Cr(CO)3 stereoselectively in 64percent yield.At higher temperatures there is competing formation of the exo and endo isomers.The reaction of Cr(CO)6 with 9-benzylfluorene is neither stereoselective nor regioselective, and gives moderate yields of the exo and endo isomers (26 and 17percent, respectively).The one-electron reduction of the exo isomer generates the conjugate base which initiates the exo-endo transformation.In the presence of benzyl chloride, the base-catalyzed isomerization competes with a slow benzylation of the base, and (9,9'-dibenzylfluorene)Cr(CO)3 can be isolated.
A Direct Relationship between Nucleophilicity and Basicity in SN2 Reactions of Fluorenyl Anions with Benzyl Chloride in Dimethyl Sulfoxide Solution
Bordwell, Frederick G.,Hughes, David L.
, p. 3314 - 3320 (2007/10/02)
The rates of reactions for nine 9-substituted fluorenyl anions, 9-G-Fl- (G=CN, CO2Me, PhSO2, PhS, Ph, PhO, PhCH2, Me, t-Bu), reacting with benzyl chloride in Me2SO solution have been measured.For 9-CN-Fl- the rates increased with sol
