24470-78-8Relevant articles and documents
Organocatalytic epoxidation and allylic oxidation of alkenes by molecular oxygen
Orfanidou, Maria,Petsi, Marina,Zografos, Alexandros L.
supporting information, p. 9172 - 9178 (2021/11/30)
Pyrrole-proline diketopiperazine (DKP) acts as an efficient mediator for the reduction of dioxygen by Hantzsch ester under mild conditions to allow the aerobic metal-free epoxidation of electron-rich alkenes. Mechanistic crossovers are underlined, explaining the dual role of Hantzsch ester as a reductant/promoter of the DKP catalyst and a simultaneous competitor for the epoxidation of alkenes when HFIP is used as a solvent. Expansion of this protocol to the synthesis of allylic alcohols was achieved by adding a catalytic amount of selenium dioxide as an additive, revealing a superior method to the classical application of t-BuOOH as a selenium dioxide oxidant.
Quaternary Phosphorus-Induced Iodocuprate(I)-Based Hybrids: Water Stabilities, Tunable Luminescence and Photocurrent Responses
Zhang, Wen-Ting,Liu, Jian-Zhi,Liu, Jing-Bo,Song, Kai-Yue,Li, Yi,Chen, Zhi-Rong,Li, Hao-Hong,Jiang, Rong
supporting information, p. 4234 - 4244 (2018/10/15)
Four (triphenyl)phosphonium-based quaternary phosphorus salts with different substituents (varying from methyl to n-butyl) were selected to be structural directed agents (SDAs) to construct four iodocuprate(I) hybrids via solution method, i.e., [(PPh3Me)(Cu3I4)]n (1), [(PPh3Et)(Cu3I4)]n (2), (PPh3iPr)2(Cu2I4) (3), [(PPh3nBu)(Cu3I4)]n (4). The inorganic iodocuprates in 1, 2 and 4 are 1-D (Cu3I4)nn– chains constructed from Cu5I11 units, but (Cu2I4)2– in 3 is a di-nuclear cluster. Interestingly, the strength of Cu···Cu and π–π stacking interactions are weakened with the lengthening of alkyl groups on P-atom. The best water stability of 4 can be ascribed to the better hydrophobicity of n-butyl group, which deters the dispersing of organic and inorganic moieties and as a result, inhibit hydrolysis reaction. Furthermore, all compounds exhibit typical reversible luminescent thermochromic behaviors, among which 4 exhibits blue emission and the quenching of higher energy (HE) zone in 1 and 2 are led by strong π–π stacking interactions. Besides, effective and repeatable photocurrent responses can be detected in these compounds. In all, by systematically introducing alkyl groups into (triphenyl)phosphonium as SDAs to prepare hybrid iodocuprates, we can find that the longer alkyl groups can achieve stronger tunable PL materials with enhanced water stabilities.
Direct Cross-Coupling of Allylic C(sp3)?H Bonds with Aryl- and Vinylbromides by Combined Nickel and Visible-Light Catalysis
Huang, Long,Rueping, Magnus
supporting information, p. 10333 - 10337 (2018/07/31)
An efficient protocol for the direct allylic C(sp3)?H bond activation of unactivated tri- and tetrasubstituted alkenes and their functionalization with aryl- and vinylbromides by nickel and visible-light photocatalysis has been developed. The method allows C(sp2)?C(sp3) formation under mild reaction conditions with good functional-group tolerance and excellent regioselectivity.
