Title:
CARBOHYDRATE-DERIVED AZACYCLOCARBENE, PRECURSOR IMIDAZOLE SALT THEREOF, AZACYCLOCARBENE-COORDINATED TRANSITION METAL COMPLEX, PREPARATION METHOD THEREFOR, AND USE IN CATALYTIC REACTION
Document Type and Number:
WIPO Patent Application WO/2020/078000
Kind Code:
A1
Abstract:
1,3-disubstituted-2H-imidazolyl-2-carbene is a common type of azacyclocarbene, which may be used in a plurality of fields, comprising catalyzing organic reactions, acting as a transition metal ligand, and acting as a supporting ligand in transition metal-catalyzed organic reactions. Provided by the present invention are a precursor imidazole salt of azacyclocarbene that carries a carbohydrate unit (the general formulas being I and II) and a preparation method therefor; further provided by the present invention are azacyclocarbenes that carry a carbohydrate unit (the general formulas being III and IV, being referred to as NHC for short) and a preparation method therefor; further provided by the present invention are NHC-coordinated palladium complexes and a preparation method therefor; an (in situ) catalytic system consisting of NHC or imidazole salt and palladium salt or a complex thereof, and a use of an NHC-coordinated palladium complex in catalyzing organic reactions are also a part of the present invention, in particular a use in catalyzing coupling reactions relating to (pseudo) haloaromatics.
More Like This:
Inventors:
SHI JICHENG (CN)
XU TIANRU (CN)
XU TIANRU (CN)
Application Number:
PCT/CN2019/088462
Publication Date:
April 23, 2020
Filing Date:
May 27, 2019
Export Citation:
Assignee:
DONGGUAN STEPHEN CATALYST CO LTD (CN)
International Classes:
C07H19/052; C07H1/00
Foreign References:
| CN1995057A | 2007-07-11 |
Other References:
ZHAO, WEIHAO ET AL.: "Carbohydrate-N-heterocyclic carbene metal complexes: Synthesis, catalysis and biological studies", COORDINATION CHEMISTRY REVIEWS, vol. 339, 31 December 2017 (2017-12-31), pages 1 - 16, XP029969856, DOI: 10.1016/j.ccr.2017.03.005
HENDERSON, A. S. ET AL.: "Carbohydrate-based N-heterocyclic carbenes for enantioselective catalysis", ORGANIC & BIOMOLECULAR CHEMISTRY, vol. 12, no. 45, 31 December 2014 (2014-12-31), pages 9180 - 9183, XP055703553
SCHAPER, L. A. ET AL.: "Synthesis and Application of Water-Soluble NHC Transition-Metal Complexes", ANGEW. CHEM. INT. ED., vol. 52, 31 December 2013 (2013-12-31), pages 270 - 289, XP055703565
HENDERSON, A. S. ET AL.: "Carbohydrate-based N-heterocyclic carbenes for enantioselective catalysis", ORGANIC & BIOMOLECULAR CHEMISTRY, vol. 12, no. 45, 31 December 2014 (2014-12-31), pages 9180 - 9183, XP055703553
SCHAPER, L. A. ET AL.: "Synthesis and Application of Water-Soluble NHC Transition-Metal Complexes", ANGEW. CHEM. INT. ED., vol. 52, 31 December 2013 (2013-12-31), pages 270 - 289, XP055703565
Download PDF: