75554-15-3Relevant academic research and scientific papers
Enantioselective Acyloin Rearrangement of Acyclic Aldehydes Catalyzed by Chiral Oxazaborolidinium Ion
Cho, Soo Min,Lee, Si Yeon,Ryu, Do Hyun
supporting information, p. 1516 - 1520 (2021/03/03)
A catalytic enantioselective acyloin rearrangement of acyclic aldehydes to synthesize highly optically active acyloin derivatives is described. In the presence of a chiral oxazaborolidinium ion catalyst, the reaction provided chiral α-hydroxy aryl ketones in high yield (up to 95%) and enantioselectivity (up to 98% ee). In addition, the enantioselective acyloin rearrangement of α,α-dialkyl-α-siloxy aldehydes produced chiral α-siloxy alkyl ketones in high yield (up to 92%) with good enantioselectivity (up to 89% ee).
Catalytic Asymmetric (3 + 3) Cycloaddition of Oxyallyl Zwitterions with α-Diazomethylphosphonates
Liu, Yan,Peng, Xian,Peng, Yungui,She, Rui,Zhou, Xin
supporting information, p. 7295 - 7300 (2021/10/01)
The unique structure of oxyallyls represents a significant challenge for their catalytic asymmetric applications. Herein, an unprecedented chiral imidodiphosphoric acid-catalytic enantioselective (3 + 3) cycloaddition between oxyallyl zwitterions generate
Fluorene derivative and its preparation method
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Paragraph 0047; 0050; 0051; 0052, (2016/10/07)
The invention discloses 1 and 4-disubstituted fluorene and synthesis of cyclic derivative thereof. A preparation method of fluorene derivative comprises the following steps: a precursor compound 1 and 3-bis(4-bromine phenyl)-2-acetone or 1 and 3-bis(2-bromine phenyl)-2-acetone and ninhydrin are reacted to synthesize indene cyclopentadiene ketone derivative; and then 1 and 4-disubstituted fluorene derivative generated by a molecular conjugated system is magnified through Diels-Alder cyclic addition. 9-oxo-1 and 4-bis(4-bromine phenyl) fluorene, 9-oxo-1 and 4-bis(2-bromine phenyl) fluorene or 2-phenyl-4, 10-bis(4-bromine phenyl)-fluorene[1 and 2-f] isobenzazole-1, 3 and 5-triketone and 2- thiophene boric acid are reacted through the Suzuki reaction to generate the fluorene derivative containing terminated thiophene. As the fluorine derivative has good heat stability, the novel possibility is provided for exploring novel organic electroluminescence and solar cell materials.
Synthesis of 1,4-diarylfluorenone and 1,4-diarylfluorene
Wang, Yanmei,Liu, Qiancai,Xiong, Xiaoli,Deng, Shiming,Zhang, Jun,Zhu, Min,Ge, Hangmin
, p. 2333 - 2341 (2013/11/19)
A novel synthetic route to 1,4-diarylfluorenone and 1,4-diarylfluorene is presented by starting with ninhydrin. The retro-Diels-Alder cycloaddition was employed as a key step to construct the target fluorenones, while a highly efficient reduction from 1,4-diarylfluorenones to 1,4-diarylfluorenes is developed by using of sodium sulfide nonahydrate as reductant. The final products are confirmed by 1H NMR, 13C NMR and mass spectrometry.
The first asymmetric halogen/metal-exchange reaction: Desymmetrization of alcohols with enantiotopic bromoarene substituents
Saelinger, Daniel,Brueckner, Reinhard
experimental part, p. 6688 - 6703 (2010/02/28)
Desymmetrizations of the prochiral bis(bromoaryl)alcohols 1 and 4 were effected by treatment with iPr2Mg and enantiomerically pure lithium alkoxides. The resulting arylmagnesium compounds were quenched with various electrophiles. The absolute and (if relevant) relative configurations of the resulting products were determined. The best ee/yield combination was obtained for the protonolysis furnishing monobromoalcohol (R)-2 (53% ee, 51% yield). The latter was converted into (R)-orphenadrine, an antihistaminic and anticholinergic drug.
Imposing curvature on a polyarene by intramolecular palladium-catalyzed arylation reactions: A simple synthesis of dibenzo[a,g]corannulene
Reisch, Helge A.,Bratcher, Matthew S.,Scott, Lawrence T.
, p. 1427 - 1430 (2007/10/03)
(Matrix Presented) Palladium catalysis has been found to offer an effective solution-phase alternative to gas-phase flash vacuum pyrolysis as a method for converting the planar ring system of 7,10-di(2-bromophenyl)fluoranthene (4) to that of the C28
Dehydrogenation of the Alkane Chain of 1,3-Bispropane on a Rhodium(I) Centre. Complexes of the Resulting Olefinic Ligand with Rhodium(I), Iridium(I), Rhodium(III) and Nickel(II)
Bennett, Martin A.,Neumann, Horst
, p. 1251 - 1259 (2007/10/02)
The title compound, o-Ph2PC6H4(CH2)3C6H4PPh2-o (5), has been synthesized in three steps, starting with the Fe2(CO)9-promoted conversion of 2-bromobenzyl bromide into 1,3-di(2o-bromophenyl)propan-2-one, o-BrC6H4CH2COCH2C6H4Br-o.Compound (5) undergoes dehydrogenation on reaction with the cycloocta-1,5-diene (cod) complex 2 to give a rhodium(I) complex (9), in which the olefin and mutually trans phosphorus atoms are bound to the metal.The tridentate ligand (E)-o-Ph2PC6H4CH=CHCH2C6H4PPh2-o (4) can be liberated from (9)by treatment with sodium cyanide, the overall yield based on 2-bromobenzyl bromide being about 17percent.On reaction with the chlorides of rhodium(III) or nickel(II), (4) loses a methylene proton to give chelate η3-allylic complexes RhCl2(o-Ph2PC6H4CH=CH=CHC6H4PPh2-o) (11) and NiCl(o-Ph2PC6H4CH=CH=CHC6H4PPh2-o) (13) respectively.The proposed structures for the new complexes are based on i.r. and n.m.r. (1H, 31P) data, and also on a comparison with similar complexes formed by the known tridentate ligand (E)-o-Ph2PC6H4CH=CHCHMeC6H4PPh2-o (2).Conformational isomers of the rhodium(I) complex (9) and its iridium(I) analogue (10) formed from ligand (4) cannot be detected by n.m.r. spectroscopy, in contrast with the corresponding complexes formed by ligand (2).
