Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 82, Issue 20, Pages 10898-10911Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b01711
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- Distinguished Young Talents in Higher Education of Guangdong [Yq2013101]
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In this report, a type of moisture and air stable Pd-PEPPSI-IPent(An) complex (CI) with the combination of acenaphthyl on the backbone and isopentyl groups on N-aryl moieties was described and applied in the Suzuki-Miyaura cross coupling reaction in air. The reaction conditions were optimized, and the structure-reactivity relationships between Cl and other classical efficient Pd-PEPPSI complexes were investigated intensively. Our study demonstrated that both the backbone and N-aryl moieties gave rise to a significant effect on this transformation when exposed to air. A wide range of sterically hindered (hetero)aryl chlorides with (hetero)arylboronic acids were compatible, giving good to excellent isolated yields of sterically hindered bi(hetero)aryls.
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