1571114-04-9Relevant academic research and scientific papers
Intramolecular C(sp3)–H Bond Oxygenation by Transition-Metal Acylnitrenoids
Chen, Shuming,Hong, Yubiao,Houk, K. N.,Ivlev, Sergei,Meggers, Eric,Tan, Yuqi,Zhou, Zijun
, p. 21706 - 21710 (2020/10/02)
This study demonstrates for the first time that easily accessible transition-metal acylnitrenoids can be used for controlled direct C(sp3)-H oxygenations. Specifically, a ruthenium catalyst activates N-benzoyloxycarbamates as nitrene precursors towards regioselective intramolecular C?H oxygenations to provide cyclic carbonates, hydroxylated carbamates, or 1,2-diols. The method can be applied to the chemoselective C?H oxygenation of benzylic, allylic, and propargylic C(sp3)?H bonds. The reaction can be performed in an enantioselective fashion and switched in a catalyst-controlled fashion between C?H oxygenation and C?H amination. This work provides a new reaction mode for the regiocontrolled and stereocontrolled conversion of C(sp3)-H into C(sp3)?O bonds.
Three powerful dinuclear metal-organic catalysts for converting CO2 into organic carbonates
Zhao, Dan,Liu, Xiao-Hui,Shi, Zhuang-Zhi,Zhu, Chen-Dan,Zhao, Yue,Wang, Peng,Sun, Wei-Yin
, p. 14184 - 14190 (2016/11/05)
Developing efficient catalysts for converting carbon dioxide (CO2) into varied organic carbonates is an important scientific goal. By using the NH2-functionalized tripodal ligand 2-((bis(2-aminoethyl)amino)methyl)phenol (HL), three dinuclear metal-organic complexes [Zn(L)]2·2ClO4 (1), [Cu(L)]2·2ClO4·2H2O (2) and [Cd(L)]2·2ClO4 (3) have been successfully isolated and structurally characterized using single-crystal X-ray diffraction analyses. Considering the dinuclear metal centers and the NH2-functional groups in the structures, 1-3 were investigated as catalysts for converting CO2 into organic carbonates, and the results show that 1-3 exhibit an outstanding ability for converting CO2 into varied organic carbonates at atmospheric pressure (0.1 MPa). The catalytic system also displays a wide substrate scope and high catalytic activity, and the reaction mechanism has been proposed herein.
Mechanism-guided design of flow systems for multicomponent reactions: Conversion of CO2 and olefins to cyclic carbonates
Wu, Jie,Kozak, Jennifer A.,Simeon, Fritz,Hatton, T. Alan,Jamison, Timothy F.
, p. 1227 - 1231 (2014/03/21)
A mechanism-guided design of a multi-step flow system enabled an efficient general process for the synthesis of cyclic carbonates from alkenes and CO 2. The flow system proved to be an ideal platform for multicomponent reactions because it was straightforward to introduce reagents at specific stages without their interacting with each other or with reaction intermediates prone to destruction by them. This system exhibited superior reactivity, increased yield, and broader substrate scope relative to conventional batch conditions and suppressed the formation of undesired byproducts, such as, epoxides and 1,2-dibromoalkanes. The Royal Society of Chemistry 2014.
Microwave assisted synthesis of cyclic carbonates from olefins with sodium bicarbonates as the C1 source
Yang, Xiaoqing,Wu, Jie,Mao, Xianwen,Jamison, Timothy F.,Hatton, T. Alan
supporting information, p. 3245 - 3248 (2014/03/21)
An effective transformation of alkenes into cyclic carbonates has been achieved using NaHCO3 as the C1 source in acetone-water under microwave heating, with selectivities and yields significantly surpassing those obtained using conventional heating. The Royal Society of Chemistry 2014.
