91764-70-4Relevant academic research and scientific papers
Catalytic activation of unstrained C(aryl)–C(aryl) bonds in 2,2′-biphenols
Zhu, Jun,Wang, Jianchun,Dong, Guangbin
, p. 45 - 51 (2018/11/23)
Transition metal catalysis has emerged as an important means for C–C activation that allows mild and selective transformations. However, the current scope of C–C bonds that can be activated is primarily restricted to either highly strained systems or more polarized C–C bonds. In contrast, the catalytic activation of non-polar and unstrained C–C moieties remains an unmet challenge. Here we report a general approach for the catalytic activation of the unstrained C(aryl)–C(aryl) bonds in 2,2′-biphenols. The key is to utilize the phenol moiety as a handle to install phosphinites as a recyclable directing group. Using hydrogen gas as the reductant, monophenols are obtained with a low catalyst loading and high functional group tolerance. This approach is also applied to the synthesis of 2,3,4-trisubstituted phenols. A further mechanistic study suggests that the C–C activation step is mediated by a rhodium(i) monohydride species. Finally, a preliminary study on breaking the inert biphenolic moieties in lignin models is illustrated.
O-Methylation of tert-Alkylpyrocatecholes. Analytical Method for Determination of the Content of Product Mixtures and Way for Preparation of 4-tert-Alkylveratroles
Beger, J.,Meerbote, M.
, p. 119 - 125 (2007/10/02)
The O-methylation of tert-alkylpyrocatecholes with dimethylsulfate leads to a mixture of substituted guaiacoles 6/7, 9/10 and veratroles 5, 6 which are separated by gas/liquid-chromatography for analytical purposes.It is also possible to prepare 4-tert-alkylsubstituted veratroles 5 with good yields in this way.On the other hand, the alkylation of veratrole was only successful with lower tert-alkanols or alkenes.Long-chained tert-alkanols fail in this reaction.The analytical and spectroscopical data of some new 4-tert-alkylveratroles 5a-g are given.
