Wong Man-kin

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Organization: Hong Kong Polytechnic University , HongKong
Department: 1 State Key Laboratory of Chirosciences and Department of Applied Biology and Chemical Technology
Title: Associate Professor(PhD)

TOPICS

Co-reporter:Tsz-Wai Hui;Jian-Fang Cui;Man-Kin Wong
RSC Advances (2011-Present) 2017 vol. 7(Issue 24) pp:14477-14480
Publication Date(Web):2017/03/03
DOI:10.1039/C7RA00249A
An efficient modular approach for the synthesis of propargylamine modified β-cyclodextrins has been developed. Using mono-(6-benzylamino-6-deoxy)-β-cyclodextrins, formaldehyde, and alkynes, mono-(6-(benzylpropargyl)amino-6-deoxy)-β-cyclodextrins have been synthesized through a three-component coupling reaction catalyzed by gold(III) salt in water at 40 °C.
Co-reporter:Bin Yang;Jian-Fang Cui;Man Kin Wong
RSC Advances (2011-Present) 2017 vol. 7(Issue 49) pp:30886-30893
Publication Date(Web):2017/06/13
DOI:10.1039/C7RA03930A
A new approach for selective hydroxylation of non-activated cyclohexanes using dioxirane generated in situ in water through supramolecular control has been developed. Using β-CD and γ-CD as the supramolecular hosts, selective hydroxylation of cyclohexane substrates, including trans/cis-1,4-, 1,3- and 1,2-dimethylcyclohexanes and trans/cis-decahydronaphthalene, was achieved in up to 54% yield in water. Furthermore, site-selective C–H bond hydroxylation of (+)-menthol was achieved by obstructing the approach of dioxirane to the C–H bond with higher steric hindrance through inclusion complexation with β-CD and γ-CD in water.
Co-reporter:Jie-Ren Deng;Wing-Cheung Chan;Nathanael Chun-Him Lai;Bin Yang;Chui-Shan Tsang;Ben Chi-Bun Ko;Sharon Lai-Fung Chan;Man-Kin Wong
Chemical Science (2010-Present) 2017 vol. 8(Issue 11) pp:7537-7544
Publication Date(Web):2017/10/23
DOI:10.1039/C7SC02294H
A new photosensitizer-free visible light-mediated gold-catalysed cis-difunctionalization reaction is developed. The reaction was chemoselective towards silyl-substituted alkynes with excellent regioselectivity and good functional group compatibility, giving a series of silyl-substituted quinolizinium derivatives as products. The newly synthesized fluorescent quinolizinium compounds, named JR-Fluor-1, possessed tunable emission properties and large Stokes shifts. With unique photophysical properties, the fluorophores have been applied in photooxidative amidations as efficient photocatalysts and cellular imaging with switchable subcellular localization properties.
Co-reporter:Kong-Fan Wong, Jie-Ren Deng, Xiao-Qun Wei, Shi-Ping Shao, Da-Peng Xiang and Man-Kin Wong  
Organic & Biomolecular Chemistry 2015 vol. 13(Issue 27) pp:7408-7411
Publication Date(Web):28 May 2015
DOI:10.1039/C5OB00966A
A novel method for visual detection of formaldehyde with excellent selectivity via a gold(III) complex-mediated three-component coupling reaction of resin-linked sterically bulky amines and fluorescent alkynes has been developed.
Co-reporter:Franco King-Chi Leung;Dr. Jian-Fang Cui;Tze-Wai Hui;Dr. Karen Ka-Yan Kung;Dr. Man-Kin Wong
Asian Journal of Organic Chemistry 2015 Volume 4( Issue 6) pp:533-536
Publication Date(Web):
DOI:10.1002/ajoc.201500076

Abstract

An efficient method for photooxidative amidation of aldehydes with secondary amines has been developed. With the use of a readily available photocatalyst rose bengal, tertiary amides (with examples of oligosaccharides and endoperoxide artemisinin) were obtained in good yields with high chemoselectivity and functional-group compatibility under mild reaction conditions.

Co-reporter:Karen Ka-Yan Kung, Hok-Ming Ko, Jian-Fang Cui, Hiu-Chi Chong, Yun-Chung Leung and Man-Kin Wong  
Chemical Communications 2014 vol. 50(Issue 80) pp:11899-11902
Publication Date(Web):18 Aug 2014
DOI:10.1039/C4CC04467C
Modular assembly of cyclometalated gold(III) complexes by choosing appropriate bidentate C,N-donor ligands and ancillary ligands for chemoselective cysteine modification of peptides and proteins via C–S bond-forming reductive elimination has been achieved.
Co-reporter:Jian-Fang Cui;Karen Ka-Yan Kung;Hok-Ming Ko;Tsz-Wai Hui ;Man-Kin Wong
Advanced Synthesis & Catalysis 2014 Volume 356( Issue 14-15) pp:2965-2973
Publication Date(Web):
DOI:10.1002/adsc.201400395
Co-reporter:Franco King-Chi Leung, Jian-Fang Cui, Tsz-Wai Hui, Zhong-Yuan Zhou and Man-Kin Wong  
RSC Advances 2014 vol. 4(Issue 51) pp:26748-26756
Publication Date(Web):10 Jun 2014
DOI:10.1039/C4RA04020A
A new class of hydrogen bond donor–acceptor–donor (HB-DAD) organocatalysts has been developed for conjugate addition of benzylidene barbiturates. HB-DAD organocatalyst 1a (featuring para-chloro-pyrimidine as the hydrogen bond acceptor (HBA), N–H as the hydrogen bond donor (HBD) and a trifluoroacetyl group as the electron withdrawing group (EWG)) is able to activate benzylidene barbiturates through complementary DAD–ADA hydrogen bonding. Using 1a in benzylidene barbiturate conjugate addition, good yields were achieved. The relative rate constant (krel = 2.9) of 1a in catalyzing the conjugate addition of benzylidene barbiturates and the binding constant (KA = 8936 (±723) M−1) of 1a with benzylidene barbiturates were determined by NMR and UV/Vis. spectroscopy studies. The excellent correlation (R2 = 0.97) between the relative rate constant and binding affinity of 1a with benzylidene barbiturates provides support for the importance of DAD–ADA hydrogen bonding in organocatalysis.
Co-reporter:Hok-Ming Ko, Karen Ka-Yan Kung, Jian-Fang Cui and Man-Kin Wong  
Chemical Communications 2013 vol. 49(Issue 78) pp:8869-8871
Publication Date(Web):02 Aug 2013
DOI:10.1039/C3CC44828B
Stable bis-cyclometallated gold(III) complexes were developed as efficient catalysts for organic transformation reactions by using two strategies: (1) construction of distorted square planar gold(III) complexes and (2) dual catalysis by gold(III) complexes and silver salts.
Co-reporter:Karen Ka-Yan Kung, Kong-Fan Wong, King-Chi Leung and Man-Kin Wong  
Chemical Communications 2013 vol. 49(Issue 61) pp:6888-6890
Publication Date(Web):11 Jun 2013
DOI:10.1039/C3CC42261E
A site-specific and efficient method for N-terminal modification of peptides using oxone for selective oxidation of N-terminal α-amino groups of peptides to oximes followed by transoximation with O-substituted hydroxylamines has been developed.
Co-reporter:Karen Ka-Yan Kung;Vanessa Kar-Yan Lo;Hok-Ming Ko;Gai-Li Li;Pui-Ying Chan;King-Chi Leung;Zhongyuan Zhou;Ming-Zhong Wang;Chi-Ming Che;Man-Kin Wong
Advanced Synthesis & Catalysis 2013 Volume 355( Issue 10) pp:2055-2070
Publication Date(Web):
DOI:10.1002/adsc.201300005
Co-reporter:Karen Ka-Yan Kung, Hok-Ming Ko, Jian-Fang Cui, Hiu-Chi Chong, Yun-Chung Leung and Man-Kin Wong
Chemical Communications 2014 - vol. 50(Issue 80) pp:NaN11902-11902
Publication Date(Web):2014/08/18
DOI:10.1039/C4CC04467C
Modular assembly of cyclometalated gold(III) complexes by choosing appropriate bidentate C,N-donor ligands and ancillary ligands for chemoselective cysteine modification of peptides and proteins via C–S bond-forming reductive elimination has been achieved.
Co-reporter:Karen Ka-Yan Kung, Kong-Fan Wong, King-Chi Leung and Man-Kin Wong
Chemical Communications 2013 - vol. 49(Issue 61) pp:NaN6890-6890
Publication Date(Web):2013/06/11
DOI:10.1039/C3CC42261E
A site-specific and efficient method for N-terminal modification of peptides using oxone for selective oxidation of N-terminal α-amino groups of peptides to oximes followed by transoximation with O-substituted hydroxylamines has been developed.
Co-reporter:Hok-Ming Ko, Karen Ka-Yan Kung, Jian-Fang Cui and Man-Kin Wong
Chemical Communications 2013 - vol. 49(Issue 78) pp:NaN8871-8871
Publication Date(Web):2013/08/02
DOI:10.1039/C3CC44828B
Stable bis-cyclometallated gold(III) complexes were developed as efficient catalysts for organic transformation reactions by using two strategies: (1) construction of distorted square planar gold(III) complexes and (2) dual catalysis by gold(III) complexes and silver salts.
Co-reporter:Kong-Fan Wong, Jie-Ren Deng, Xiao-Qun Wei, Shi-Ping Shao, Da-Peng Xiang and Man-Kin Wong
Organic & Biomolecular Chemistry 2015 - vol. 13(Issue 27) pp:NaN7411-7411
Publication Date(Web):2015/05/28
DOI:10.1039/C5OB00966A
A novel method for visual detection of formaldehyde with excellent selectivity via a gold(III) complex-mediated three-component coupling reaction of resin-linked sterically bulky amines and fluorescent alkynes has been developed.
Piperidine, 1-[1-(2-methoxyphenyl)-3-phenyl-2-propynyl]-
2-Pyrrolidinemethanol, 1-[(1S)-1,3-diphenyl-2-propynyl]-, (2S)-
Piperidine, 1-[3-phenyl-1-[4-(trifluoromethyl)phenyl]-2-propynyl]-
Pyrrolidine, 1-[1-(1-methylethyl)-3-phenyl-2-propynyl]-
Piperidine, 1-(3-formylbenzoyl)-
2-Propen-1-one, 3-(4-bromophenyl)-1-phenyl-, (2E)-
2-PENTEN-1-ONE, 1,5-DIPHENYL-, (2Z)-
Isoxazole, 5-butyl-3-phenyl-
PIPERIDINE, 1-(2-FORMYLBENZOYL)-