期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 57, 期 14, 页码 3752-3757出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201712211
关键词
amines; C-O bond cleavage; cross-coupling; diaryl ethers; lignin
资金
- Recruitment Program of Global Experts
- Fundamental Research Funds for the Central Universities [lzujbky-2016-53]
- Gansu Provincial Sci. & Tech. Department [2016B01017]
- Lanzhou University
- Canada Research Chair (Tier I) foundation
- E.B. Eddy endowment fund
- CFI
- NSERC
- FQRNT
Lignin is the second most abundant organic matter on Earth, and is an underutilized renewable source for valuable aromatic chemicals. For future sustainable production of aromatic compounds, it is highly desirable to convert lignin into value-added platform chemicals instead of using fossil-based resources. Lignins are aromatic polymers linked by three types of ether bonds (-O-4, -O-4, and 4-O-5 linkages) and other C-C bonds. Among the ether bonds, the bond dissociation energy of the 4-O-5 linkage is the highest and the most challenging to cleave. To date, 4-O-5 ether linkage model compounds have been cleaved to obtain phenol, cyclohexane, cyclohexanone, and cyclohexanol. The first example of direct formal cross-coupling of diaryl ether 4-O-5 linkage models with amines is reported, in which dual C(Ar)-O bond cleavages form valuable nitrogen-containing derivatives.
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