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Volume 5 Journal of Environmental Analytical Chemistry Green Chemistry Congress 2018
July 19-20, 2018
July 19-20, 2018 Melbourne, Australia
5th World Congress on
Green Chemistry and Green Engineering
Rhodium-catalyzed intermolecular C (sp3)-H amination in a purely aqueous system
Fangrui Zhong, Xunbo Lu and Yufeng Shi
Huazhong University of Science and Technology, China
In recent years the synthetic community has been experiencing
an increasing pressure and motivation on the way to improve the
environmental benignity of chemical processes. However, despite
considerable advances there remains a significant challenge for synthetic
systems to perform transformations that nature can routinely achieve
at physiological conditions. Considering the green nature of water, the
aqueous medium adopted in enzymatic processes is of immense interest
to the synthetic community. However, reactions mediated by synthetic
catalysts, even for most prominent transition metal complexes that
have revolutionized industrial organic synthesis are still primarily restricted to organic solvents and have met with limited
success when used in water. Aliphatic amines represent a category of compounds particularly favored by nature as validated
by the wide occurrence of diverse biologically active alkaloids. Conventional approaches mainly rely on the inherent reactivity
of functional groups such as alcohol and carbonyl, the direct C-H amination via transition metal catalyzed nitrene transfer
provides a novel and straight forward synthetic strategy. Given the high electrophilicity of metal nitrenoid intermediates, such
amination processes are normally performed in inert solvents not bearing C (sp3)-H bonds (e.g. benzene, dichloromethane). In
this context, we have successfully developed the first metal catalyzed intermolecular C (sp3)-H amination reactions performed
in a purely aqueous medium under mild conditions. The method features great environmental benignity and high efficiency
towards a wide range of hydrocarbons bearing different functional groups. Its versatile synthetic utility has been demonstrated
by late stage functionalization of several bioactive molecules and thus we anticipate the methodology described here will find
wide applications in sustainable chemistry of catalytic C-H functionalization.
Recent Publications
1. X Lu, Y Shi and F Zhong (2018) Rhodium-catalyzed intermolecular C (sp3)-H amination in a purely aqueous system.
Green Chemistry; 20: 113.
2. T Wang, X Han, F Zhong, W Yao and Y Lu (2016) Amino acid-derived bifunctional phosphines for enantioselective
transformations. Accounts of Chemical Research ; 49(7): 1369-78
Biography
Fangrui Zhong has obtained his BSc from Zhejiang University followed by his PhD. He had joined the Faculty of Huazhong University of Science and Technology
as a Professor of Chemistry. He has received several awards including Thieme Chemistry Journal Award; Singapore National Institute of Chemistry Gold Medal;
Wang Gungwu Medal and Prize and finalist of Reaxys PhD prize. His research involves the development of novel and efficient sustainable synthetic methods
inspired by nature.
Fangrui Zhong et al., J Environ Anal Chem 2018, Volume 5
DOI: 10.4172/2380-2391-C1-002