86001-22-1Relevant articles and documents
Preparation, crystal structures, and properties of new conjugated π-electron systems with 3-guaiazulenyl and 4-(dimethylamino)phenyl groups
Takekuma, Shin-Ichi,Hori, Seiki,Minematsu, Toshie,Takekuma, Hideko
body text, p. 1472 - 1484 (2009/05/06)
Reaction of guaiazulene with l,2-bis[4-(dimethylamino)phenyl]-l,2- ethanediol in methanol in the presence of hydrochloric acid at 60°C for 3h gives l,l-bis[4-(dimethylamino)phenyl]-2-(3-guaiazulenyl)ethylene, in 81% yield, via pinacol rearrangement and fu
Photoinduced electron transfer retropinacol reaction of 4-(N,N-dimethylamino)phenyl pinacols in chloroform
Zhang, Wei,Yang, Li,Wu, Long-Min,Liu, You-Cheng,Liu, Zhong-Li
, p. 1189 - 1193 (2007/10/03)
UV irradiation of 1,2-bis[4-N,N-(dimethylamino)phenyl]ethane-1,2-diol (1a) and 2,3-bis[4-(N,N-dimethylamino)phenyl]butane-2,3-diol (1b) in deaerated chloroform leads to central carbon-carbon bond cleavage (retropinacol reaction) forming 4-(N,N-dimethylami
Pinacolization and reduction of aromatic carbonyls with aluminium-KOH
Khurana, Jitender M.,Sehgal, Arti,Gogia, Amita,Manian, Aparna,Maikap, Golak C.
, p. 2213 - 2215 (2007/10/03)
A simple and rapid procedure for the pinacolization of aromatic aldehydes and reduction of hindered ketones with inexpensive aluminium and KOH in methanol at ambient temperature is reported. The pinacolization and reduction are proposed to be proceeding via single electron transfer from aluminium. Copyright 1996 by the Royal Society of Chemistry.
Photochemical Electron Transfer Initiated Oxidative Fragmentation of Aminopinacols. Factors Governing Reaction Rates and Quantum Efficiencies of C-C Bond Cleavage
Gan, Hong,Leinhos, Uwe,Gould, Ian R.,Whitten, David G.
, p. 3566 - 3573 (2007/10/02)
The fragmentation reactions of the cation radicals of a series of remote diamine-substituted pinacols have been investigated.The cation radicals were generated upon photooxidation with excited 2,6,9,10-tetracyanoanthracence in acetonitrile.The products are consistent with cleavage of the central C-C bond.The rate constants for fragmentation were determined both from steady-state quantum yield studies and from time-resolved measurements.In general, the rate constants for fragmentation increase with increasing stability of the radical and cation products.However, the results of temperature dependence studies clearly demonstrate that conformational effects play an important role in the transition state.In some cases, these conformational effects can result in changes in the reactivity order expected from purely thermodynamic considerations.