1572-46-9Relevant articles and documents
Acidity of hydrocarbons. XLIV. Equilibrium ion-pair acidities of 9-alkylfluorenes in cyclohexylamine.
Streitwieser Jr.,Chang,Reuben
, p. 5730 - 5734 (1972)
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THE STOICHIOMETRIC HYDROGENATION OF 9-METHYLIDENEFLUORENE AND RELATED COMPOUNDS WITH HYDRIDOCOBALT TETRACARBONYL
Nalesnik, Theodore E.,Orchin, Milton
, p. 265 - 270 (1980)
9-Methylidenefluorene (IIa) reacts rapidly with HCo(CO)4 at -67 deg C to give a quantitative yield of 9-methylfluorene (IIIa); k2=(13.4 +/- 0.5)*10-2 l mol-1 s-1.Although the internal olefin, 9-ethylidenefluorene (IIb) reacts more slowly than IIa, it is hydrogenated about 2.5 times as fast as the terminal olefin, 1,1-diphenylethylene (I).Measurement of the rate of the reaction of IIb with DCo(CO)4 and comparison with HCo(CO)4 shows a very large inverse isotope effect kH/kD of 0.43.
Modular Tandem Mizoroki-Heck/Reductive Heck Reactions to Construct Fluorenes from Cyclic Diaryliodoniums
Peng, Xiaopeng,Yang, Yang,Luo, Bingling,Wen, Shijun,Huang, Peng
, p. 222 - 226 (2020/12/01)
Starting from cyclic diaryliodoniums and terminal alkenes, a diverse set of fluorenes is conveniently constructed. The reactions catalyzed by palladium undergo one conventional Mizoroki-Heck reaction and one reductive Heck reaction. The scope of alkenes is general, leading to 29 fluorenes which would expand the structural diversity of fluorene reservoir. (Figure presented.).
Manganese-Catalyzed Synthesis of Quaternary Peroxides: Application in Catalytic Deperoxidation and Rearrangement Reactions
Chaudhari, Moreshwar B.,Gnanaprakasam, Boopathy,Shaikh, Moseen A.,Ubale, Akash S.
, p. 10488 - 10503 (2020/09/23)
Highly efficient, selective, and direct C-H peroxidation of 9-substituted fluorenes has been achieved using a Mn-2,2′-bipyridine catalyst via radical-radical cross-coupling. Moreover, this method effectively promotes the vicinal bisperoxidation of sterically hindered various substituted arylidene-9H-fluorene/arylideneindolin-2-one derivatives to afford highly substituted bisperoxides with high selectivity over the oxidative cleavage of Ca C bond that usually forms the ketone of an aldehyde. Furthermore, a new approach for the synthesis of (Z)-6-benzylidene-6H-benzo[c]chromene has been achieved via an acid-catalyzed skeletal rearrangement of these peroxides. For the first time, unlike O-O bond cleavage, reductive C-O bond cleavage in peroxides using the Pd catalyst and H2 is described, which enables the reversible reaction to afford exclusively deperoxidized products. A detailed mechanism for peroxidation, molecular rearrangement, and deperoxidation has been proposed with preliminary experimental evidences.