2783-28-0Relevant articles and documents
Effect of the resorcin[4]arene host on the catalytic epoxidation of a Mn(III)-based resorcin[4]arene-metalloporphyrin conjugate
Al-Azemi, Talal F.,Vinodh, Mickey
, p. 88154 - 88159 (2015)
The single-crystal X-ray diffraction data, binding behavior, and epoxidation reactions of the cavitand resorcin[4]arene-porphyrin conjugate are presented. Polar and nonpolar organic molecules such as pyridine and styrene were included in the cavity of res
Ni/Photoredox-Catalyzed Enantioselective Cross-Electrophile Coupling of Styrene Oxides with Aryl Iodides
Lau, Sii Hong,Borden, Meredith A.,Steiman, Talia J.,Wang, Lucy S.,Parasram, Marvin,Doyle, Abigail G.
supporting information, p. 15873 - 15881 (2021/10/12)
A Ni/photoredox-catalyzed enantioselective reductive coupling of styrene oxides and aryl iodides is reported. This reaction affords access to enantioenriched 2,2-diarylalcohols from racemic epoxides via a stereoconvergent mechanism. Multivariate linear regression (MVLR) analysis with 29 bioxazoline (BiOx) and biimidazoline (BiIm) ligands revealed that enantioselectivity correlates with electronic properties of the ligands, with more electron-donating ligands affording higher ee's. Experimental and computational mechanistic studies were conducted, lending support to the hypothesis that reductive elimination is enantiodetermining and the electronic character of the ligands influences the enantioselectivity by altering the position of the transition state structure along the reaction coordinate. This study demonstrates the benefits of utilizing statistical modeling as a platform for mechanistic understanding and provides new insight into an emerging class of chiral ligands for stereoconvergent Ni and Ni/photoredox cross-coupling.
The first crystallographically characterised ruthenium(vi) alkylimido porphyrin competent for aerobic epoxidation and hydrogen atom abstraction
Chang, Xiao-Yong,Che, Chi-Ming,Shing, Ka-Pan,Wan, Qingyun
supporting information, p. 4428 - 4431 (2020/05/05)
The syntheses of [RuVI(Por)(NAd)(O)] and [RuVI(2,6-F2-TPP)(NAd)2] have been described. [RuVI(2,6-F2-TPP)(NAd)(O)] capable of catalysing aerobic epoxidation of alkenes has been characterised by X-ray crystallography with RuNAd and RuO bond distances being 1.778(5) ? and 1.760(4) ? (∠O-Ru-NAd: 174.37(19)°), respectively. Its first reduction potential is 740 mV cathodically shifted from that of [RuVI(2,6-F2-TPP)(O)2].