1310384-98-5Relevant articles and documents
Iridium-Catalyzed Silylation of Five-Membered Heteroarenes: High Sterically Derived Selectivity from a Pyridyl-Imidazoline Ligand
Hartwig, John F.,Karmel, Caleb,Kharitonova, Elena V.,Rubel, Camille Z.
supporting information, p. 6074 - 6081 (2020/02/25)
The steric effects of substituents on five-membered rings are less pronounced than those on six-membered rings because of the difference in bond angles. Thus, the regioselectivities of reactions of five-membered heteroarenes that occur with selectivities dictated by steric effects, such as the borylation of C?H bonds, have been poor in many cases. We report that the silylation of five-membered-ring heteroarenes occurs with high sterically derived regioselectivity when catalyzed by the combination of [Ir(cod)(OMe)]2 (cod=1,5-cyclooctadiene) and a phenanthroline ligand or a new pyridyl-imidazoline ligand that further increases the regioselectivity. The silylation reactions with these catalysts produce high yields of heteroarylsilanes from functionalization at the most sterically accessible C?H bonds of these rings under conditions that the borylation of C?H bonds with previously reported catalysts formed mixtures of products or products that are unstable. The heteroarylsilane products undergo cross-coupling reactions and substitution reactions with ipso selectivity to generate heteroarenes that bear halogen, aryl, and perfluoroalkyl substituents.
CONDENSED POLYCYCLIC COMPOUND
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Paragraph 0034; 0035, (2019/04/03)
PROBLEM TO BE SOLVED: To provide a compound usable preferably as a material for an organic semiconductor or an organic electroluminescent element. SOLUTION: There is provided a compound having a structure obtained by condensing a plurality of rings. The compound is, for example, a compound formed by condensing two 5-membered rings on the right and left sides respectively around a center 6-membered ring, as shown in figure (9). SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT