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Reporter: Sun Beiqi
Supervisor: Prof. Mo
Date:
3/24/2016
Outline
1. Introduction
2. CO32– -promoted C–H carboxylation
3. CO2 utilization cycle
4. CO2 as a feedstock for synthesis of FDCA
5. Carboxylates to methyl esters by reaction
with CO2
Introduction
1. My last presentation is about turning CO2 to CH3OH. Now
let’s think about something else.
2.Carbon dioxide has one carbon atom. How about forming CCO2 bond to synthesize potential organic compound ?
3. 2-furoic acid, from furfural, PEF , substitute of PET
Introduction
• Reaction
Why do they use CO32- as a base to generate carboncentred nucleophile?
CO32– -promoted C–H carboxylation
• Researchers have shown that Cs2CO3 can deprotonate
alkynyl , allylic, and activated heteroaryl C–H bonds with pKa
values of up to 27
CO2 utilization cycle
CO2 as a feedstock for synthesis of FDCA
CO2 as a feedstock for synthesis of FDCA
CO2 as a feedstock for synthesis of FDCA
• Other cations
• C–H carboxylation does not require Cs+, but
caesium salts do typically have lower melting
points
CO2 as a feedstock for synthesis of FDCA
• Evidence for C–H deprotonation
Carboxylates to methyl esters by reaction with CO2
Carboxylates to methyl esters by reaction
with CO2
Conclusion
• Very simple strategy for engaging CO2 in C–C bond
formation that does not require synthetic or biological
catalysts.
• The ability to deprotonate unactivated C–H bonds opens
the possibility of using this approach to prepare
numerous high-volume targets.
• In particular, combining carboxylation with hydrogenation
reactions may enable the synthesis of multi-carbon
谢谢大家!