115586-63-5Relevant academic research and scientific papers
A novel nickel(0)-catalyzed cascade Ullmann-pinacol coupling: From o-bromobenzaldehyde to trans-9,10-dihydroxy-9,10-dihydrophenanthrene
Lin, Shuang-Zheng,Chen, Qing-An,You, Tian-Pa
, p. 2101 - 2105 (2007)
Using 5 mol% of (Ph3P)2NiCl2 as a catalyst, Zn powder as a reductant, ortho-carbonyl-substituted aryl halides could be coupled to form trans-9,10-dihydroxy-9,10-dihydrophenanthrenes in a one-pot cascade reaction. Georg Thieme Verlag Stuttgart.
Pinacol coupling of 2,2-biaryldiketone: An application for the synthesis of enantiopure 3,4-dihydrodibenzo[ c, g ]phenanthrene-3,4-diol derivatives
Kitamura, Mitsuru,Shiomi, Kazufumi,Kitahara, Daisuke,Yamamoto, Yasuaki,Okauchi, Tatsuo
scheme or table, p. 1359 - 1362 (2010/09/04)
Pinacol coupling of 2,2-biaryldiketone gave trans-diol selectively. In the reaction of axially chiral diketones, enantiomerically pure diols were obtained. Various enantiopure 3,4-dihydrodibenzo[c,g]phenanthrene-3,4-diol could be synthesized by the pinaco
[(3-dimethylamino)propyl]dimethylaluminum: A convenient reagent for methylation and ethynylation of carbonyl compounds
Baidossi, Wael,Rosenfeld, Ayelet,Wassermann, Brigit C.,Schutte, Stefan,Schumann, Herbert,Blum, Jochanan
, p. 1127 - 1130 (2007/10/03)
At 60-80°C the title compound methylates a variety of mono- and diketones. Aromatic aldehydes undergo simple methylation by the reagent only after initial treatment with an equivalent amount of AlCl3. Upon reaction of Me2Al(CH2)3NMe2 with terminal acetylenes the aluminum complex is converted into a carbonyl-alkynylation reagent.
ORGANOZINNVERBINDUNGEN XXXII. ZUR PHOTOCHEMISCHEN REAKTION VON KETONEN MIT TETRAMETHYL-1,2-BIS(PHENYLTHIO)DISTANNAN
Fobbe, Helmut,Neumann, Wilhelm P.
, p. 87 - 98 (2007/10/02)
The photolytic reductive dimerization of a number of diaryl and aryl alkyl ketones by means of the distannane Me2(PhS)Sn-Sn(SPh)Me2 gives the corresponding 1,3,2-dioxastannolanes which are easily hydrolyzed yielding pinakols.Several diketones react in the same way with C-C coupling.Depending on the type of carbonyl compound, the different mechanism either exclude or compete with one another.One reaction proceeds via a ketyl radical ArRC.-OSn(SPh)Me2 and the bismetalated pinakol giving ultimately the five-membered ring and Me2Sn(SPh)2.However, with fluorinated acetones, a stannylenoid mechanism may be considered, and an organometallic 1,3-dipol RR'C--O-Sn+Me2 is proposed as a shortlived intermediate.
