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Iridium catalysis for C-H bond arylation of heteroarenes with iodoarenes.

Angewandte Chemie (International ed. in English) (2009-04-09)
Benoît Join, Takuya Yamamoto, Kenichiro Itami
RÉSUMÉ

Efficient couplings using equimolar quantities of each coupling partner and multiple C-H bond arylation reactions are achieved with an Ir-based catalytic system for the C-H bond arylation of electron-rich heteroarenes with iodoarenes to construct extended pi-systems. The dramatic ligand effect on reaction efficiency leads to the discovery that Crabtree's catalyst (see scheme) is the optimal catalyst precursor.

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1,3-Diiodobenzene, 98%