15374-45-5Relevant articles and documents
Photochemical reactions of di(naphthyl-1-methyl)mercury in various solvents
Ivanov,Roznyatovskii,Ustynyuk,Buchachenko
, p. 119 - 121 (2008)
It was found that the photolysis of di(naphthyl-1-methyl)mercury (1) gives 1,2-dinaphthylethane (2) in heptane and benzene solvents and 2 and 1-methylnaphthalene in isopropanol and acetonitrile. Irradiation of 1 in carbon tetrachloride gives 2 and ClHgCH2C10H7 as primary reaction products, while the chloride is further photolyzed to 2. Quantum yields of the photolysis of 1 are high and equal to unity almost for all solvents. The chloride photodecomposition yield is an order of magnitude lower (0.1).
Photochemistry of Naphthylmethyl Halides. Direct and Sensitized Paths to Homolytic and Heterolytic Carbon-Halogen Bond Cleavage
Slocum, Gregory H.,Schuster, Gary B.
, p. 2177 - 2185 (1984)
Photolysis of the 1-(halomethyl)naphthalenes (X=Cl, Br, I) in methanol and in cyclohexane solution was investigated.Direct and sensitized irradiation leads to carbon-halogen bond cleavage.In methanol solution direct irradiation leads to products of carbon-halogen bond heterolysis, i.e. (methoxymethyl)naphthalene, as well as products derived from bond homolysis.In cyclohexane only homolysis products are observed.The mechanism of the photoreactions was probed by laser spectroscopy, sensitization, and quenching techniques.The results indicate that bond cleavage occurs from excited singlet states but not from the lowest triplet state.Also, an exciplex between sensitizers and the (halomethyl)naphthalene also undergoes carbon-halogen bond cleavage.
Mixed Alkyl/Aryl Diphos Ligands for Iron-Catalyzed Negishi and Kumada Cross Coupling Towards the Synthesis of Diarylmethane
Ma, Xufeng,Wang, Han,Liu, Yao,Zhao, Xing,Zhang, Jun
, p. 5134 - 5140 (2021/11/16)
Mixed alkyl/aryl diphos ligands have been prepared and their application in iron-catalyzed cross coupling of benzylic chlorides with diaryl zinc (Negishi) or aryl Grignard reagents (Kumada) towards the synthesis of diarylmethane has been evaluated. The iron?diphos catalytic system exhibited the enhanced activity and selectivity in the two coupling reactions. The electron-rich mixed PPh2/PCy2 ligands outperformed their symmetrical PPh2 congeners, and led to decreased homocoupling byproduct formation. It indicates that the electronic effect of the ligands plays an important role in the catalytic performance. The Fe catalyst supported by L8 bearing an electron-rich PCy2 substituent and a sterically demanding tert-butyl on ethene backbone exhibited the best catalytic performance and good functional group tolerance in the two cross coupling reactions.
A clean and selective radical homocoupling employing carboxylic acids with titania photoredox catalysis
Manley, David W.,Walton, John C.
supporting information, p. 5394 - 5397 (2015/02/19)
A titania photoredox catalysis protocol was developed for the homocoupling of C-centered radicals derived from carboxylic acids. Intermolecular reactions were generally efficient and selective, furnishing the desired dimers in good yields under mild neutral conditions. Selective cross-coupling with two acids proved unsuccessful. An intra-molecular adaptation enabled macrocycles to be prepared, albeit in modest yields. (Chemical Equation Presented).
