Iridium-catalyzed borylation of pyrene: irreversibility and the influence of ligand on selectivity.
نویسندگان
چکیده
The iridium-catalyzed borylation of pyrene, using 4,4'-dimethyl-2,2'-bipyridine as the ligand, in the presence of t-BuOK, gave a mixture of 2,4,7,9-tetrakis(Bpin)pyrene (c4) and its 2,4,7,10-isomer (m4) in a 2.2:1 ratio, and the selectivity of the Ir-catalyzed borylation of pyrene is kinetically determined and can be influenced to some extent by the nature of the ligand.
منابع مشابه
meta‐Selective C−H Borylation of Benzylamine‐, Phenethylamine‐, and Phenylpropylamine‐Derived Amides Enabled by a Single Anionic Ligand
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متن کاملMechanism, reactivity, and selectivity of the iridium-catalyzed C(sp3)–H borylation of chlorosilanes† †Electronic supplementary information (ESI) available: Additional results not shown in the text, table of calculated energies, and Cartesian coordinates of all optimized structures discussed in the paper. See DOI: 10.1039/c4sc01592d Click here for additional data file.
The iridium-catalyzed C(sp)–H borylation of methylchlorosilanes is investigated by means of density functional theory, using the B3LYP and M06 functionals. The calculations establish that the resting state of the catalyst is a seven-coordinate Ir(V) species that has to be converted into an Ir(III)tris(boryl) complex in order to effect the oxidative addition of the C–H bond. This is then followe...
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عنوان ژورنال:
- The Journal of organic chemistry
دوره 80 1 شماره
صفحات -
تاریخ انتشار 2015