Synthesizing ring structure aviation fuels from biomass-derived platform molecules is challenging,especially for bridged ring structure aviation fuels which are typically achieved from fossil-derived chemicals.Herein,...Synthesizing ring structure aviation fuels from biomass-derived platform molecules is challenging,especially for bridged ring structure aviation fuels which are typically achieved from fossil-derived chemicals.Herein,we report the synthesis of a series of ring structure biofuels in two steps by a combination of a solvent-free Michael-cyclization reaction and a hydrodeoxygenation(HDO)reaction from lignocellulosederived 5,5-dimethyl-1,3-cyclohexanedione.These biofuels are obtained with high overall yields up to 90%,which exhibit high densities of 0.81 g cm^(-3)-0.88 g cm^(-3)and high volumetric neat heat of combustion(VNHOC)values of 36.0 MJ L^(-1)-38.6 MJ L^(-1).More importantly,bridged-ring structure hydrocarbons can also be achieved in two steps by a combination of a Robinson annulation reaction and an HDO reaction to afford the final products at high overall yields up to 90%.The bridged-ring structure products have comparable high densities and high VNHOC values to the best artificial fuel JP-10(0.94 g cm^(-3)and 39.6 MJ L^(-1)).The results demonstrate a promising way for the synthesis of high-density aviation fuels with different fuel properties at high yields.展开更多
The unusual tricyclo[6.4.0.0^4,9]dodecane framework was constructed in eight linear steps in 13%overall yield.An innovative strategy accessing the framework from bicyclo[3.3.1]nonanes was employed.The key steps involv...The unusual tricyclo[6.4.0.0^4,9]dodecane framework was constructed in eight linear steps in 13%overall yield.An innovative strategy accessing the framework from bicyclo[3.3.1]nonanes was employed.The key steps involve a Robinson annulation,a base induced decarboxylation and epimerization in a single step,and an intramolecular alkylation.展开更多
基金financial support from the National Natural Science Foundation of China (grant number: 51876151)the Fundamental Research Funds for the Central Universities, the World-Class Universities(Disciplines)+3 种基金the Characteristic Development Guidance Funds for the Central Universities (grant number: PY3A010)the start-up funding from Xi’an Jiaotong University (grant number: QY1J003)supported by the HPC platform, Xi’an Jiaotong Universitythe support of H2 Cluster in XJTU
文摘Synthesizing ring structure aviation fuels from biomass-derived platform molecules is challenging,especially for bridged ring structure aviation fuels which are typically achieved from fossil-derived chemicals.Herein,we report the synthesis of a series of ring structure biofuels in two steps by a combination of a solvent-free Michael-cyclization reaction and a hydrodeoxygenation(HDO)reaction from lignocellulosederived 5,5-dimethyl-1,3-cyclohexanedione.These biofuels are obtained with high overall yields up to 90%,which exhibit high densities of 0.81 g cm^(-3)-0.88 g cm^(-3)and high volumetric neat heat of combustion(VNHOC)values of 36.0 MJ L^(-1)-38.6 MJ L^(-1).More importantly,bridged-ring structure hydrocarbons can also be achieved in two steps by a combination of a Robinson annulation reaction and an HDO reaction to afford the final products at high overall yields up to 90%.The bridged-ring structure products have comparable high densities and high VNHOC values to the best artificial fuel JP-10(0.94 g cm^(-3)and 39.6 MJ L^(-1)).The results demonstrate a promising way for the synthesis of high-density aviation fuels with different fuel properties at high yields.
基金The authors gratefully acknowledge financial support from the National Natural Science Foundation of China(No.39370809)National New Drug Foundation(No.92-08-N).
文摘AF-5 was synthesized through a convergent method. The key step was the Robinson annulation using a key intermediate pentyl vinyl ketone.
基金Financial support from TianJin Municipal Science and Technology Commission(No.11ZCKFSY06200) is greatly acknowledged
文摘The unusual tricyclo[6.4.0.0^4,9]dodecane framework was constructed in eight linear steps in 13%overall yield.An innovative strategy accessing the framework from bicyclo[3.3.1]nonanes was employed.The key steps involve a Robinson annulation,a base induced decarboxylation and epimerization in a single step,and an intramolecular alkylation.
