13700-81-7Relevant articles and documents
Zinin
, (1869)
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Redsko
, (1889)
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Khand et al.
, p. 383,385 (1974)
Thermochromism of 1,2,5-triphenylphosphole and the formation of 1,1,2,2-tetrachloro-1,2-diphenylethane from α,α,α-trichlorotoluene
Hocking, Martin B.,Smyth, Trevor A.
, p. 138 - 143 (1982)
On boiling a yellow solution of 1,2,5-triphenylphosphole in carbon tetrachloride the color changes to red, reverting to yellow on cooling.This reversible colour change has been conducted in the presence of various additives in an attempt to determine the cause of the colour change.Boiling 1,2,5-triphenylphosphole in α,α,α-trichlorotoluene similarly showed a colour change and gave a coupling product of the solvent, 1,1,2,2-tetrachloro-1,2-diphenylethane.From this evidence and related synthetic, nmr, and esr experiments it is proposed that the colour change of the former system arises from the incipient formation of a phospholetrichloromethide salt with carbon tetrachloride.With trichlorotoluene the phosphole undergoes more substantive formation of dichlorophenylmethide and possibly chloride salts which undergo further reaction to the observed coupling product.
Electrochemical properties and catalytic reactivity of cobalt complexes with redox-active meso -substituted porphycene ligands
Koide, Taro,Zhou, Zihan,Xu, Ning,Yano, Yoshio,Ono, Toshikazu,Luo, Zhongli,Shimakoshi, Hisashi,Hisaeda, Yoshio
, p. 90 - 97 (2020)
The cobalt complexes of meso-aryl substituted porphycenes were synthesized and characterized. The reduction potentials of the complexes were shifted to the positive side depending on the strength of the electron-withdrawing properties of the meso-substituents, while the optical properties, such as the absorption spectra of these complexes, were similar. This suggests that the energy levels of the molecular orbitals of the complexes were changed by the meso-substituents while the gaps of the orbitals were not significantly changed. The one-electron reduction of the complex did not afford the Co(I) species, but the ligand-reduced radical anion, which was characterized by electrospectrochemistry. The generated ligand-reduced species reacted with alkyl halides to form the Co(III)-alkyl complex. As a result, the reduction potential of the electrolytic reaction could be directly controlled by the substituents of the porphycene. The catalytic reaction with trichloromethylbenzene was also performed and it was found that the ratio of the obtained products was changed by the reduction potentials of the catalyst, i.e. the cobalt porphycenes.
Visible Light-Driven, One-pot Amide Synthesis Catalyzed by the B12 Model Complex under Aerobic Conditions
Tian, Hui,Shimakoshi, Hisashi,Ono, Toshikazu,Hisaeda, Yoshio
, p. 237 - 240 (2018/12/13)
A visible light responsive catalytic system with the B12 complex as the catalyst and [Ir(dtbbpy)(ppy)2]PF6 as the photosensitizer was developed. It provides a convenient and efficient way to synthesize amides. Based on this method, trichlorinated organic compounds were converted into amides in the presence of an amine under aerobic conditions at room temperature in a one-pot procedure. Various trichlorinated organic compounds and an amine source, such as primary, secondary, and cyclic amines, have been evaluated for this transformation, providing the expected products in moderate to excellent yields. Notably, product formation depended on the reaction atmosphere where the amide was obtained under aerobic conditions while partially dechlorinated products were obtained under anaerobic conditions. As this protocol is free from hazardous reagents, extra additives, noble metals, and dangerous gas, the present method provides a novel and efficient approach for amide synthesis under mild and easily controlled conditions.
Chromium-carbyne complexes: Intermediates for organic synthesis
Bejot, Romain,He, Anyu,Falck, John R.,Mioskowski, Charles
, p. 1719 - 1722 (2008/02/13)
(Chemical Equation Presented) On the same route: Chromium-carbyne complexes are readily prepared by treatment of 1,1,1-trichloromethyl reagents with chromium(II) chloride. They serve as intermediates in the selective formation of a wide variety of products, such as alkynes, alkenes, β-hydroxy ketones, aldehydes, allylic alcohols, and allenes (see scheme, E = electrophile).
