A Cu-catalyzed enantioselective desymmetrizing ring-opening reaction of six-membered cyclic diaryliodonium salts with carboxylic acids or thioacids is reported for the facile access to chiral diarylmethanes. A Cu/[cyclopropyl bis(oxazoline)] catalyst well discriminates two C-I bonds of prochiral cyclic diaryliodonium salts. A stereochemical model was proposed to rationalize the stereochemical outcome on the basis of the crystal structure of cyclic diaryliodonium salt.
An acid-mediated rapid synthesis
of α-aryl azahelicenes via
C–C bond cleavage of helical 9H-fluoren-9-ols
is reported. The newly introduced aryl ring and pyridine moieties
provide an excellent opportunity to further tune the properties of
azahelicences: i.e., photoluminescence. The novel α-aryl azahelicenes
showcase high circularly polarized luminescence (CPL) efficiencies
(4.5 × 10–3) as well as CPL brightness (B
CPL), reaching 7.39 M–1 cm–1, which indicates a potential application as chiral
emitters.
A Cu-catalyzed enantioselective ring-opening/triazolylation reaction is reported. The reaction shows excellent chemoselectivity regarding the three different nitrogen atoms of 1,2,3triazoles. The optically enriched axially chiral aryl iodides thus obtained were readily derivatized to different types of chiral phosphine ligands and their corresponding copper or palladium complexes.
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