Control in Advanced Biofuels Synthesis via Alcohol Upgrading: Catalyst Selectivity to n-Butanol, sec-Butanol or Isobutanol

被引:3
作者
Wingad, Richard L. [1 ]
Birch, Laurence [2 ]
Farndon, Joshua [2 ]
Lee, Jason [2 ]
Pellow, Katy J. [2 ]
Wass, Duncan F. [1 ]
机构
[1] Cardiff Univ, Cardiff Catalysis Inst, Sch Chem, Main Bldg,Pk Pl, Cardiff CF10 3AT, Wales
[2] Univ Bristol, Sch Chem, Cantocks Close, Bristol BS8 1TS, England
基金
英国工程与自然科学研究理事会;
关键词
Biofuel; Butanol; Guerbet; Catalysis; Ruthenium; ASYMMETRIC TRANSFER HYDROGENATION; ETHANOL; RUTHENIUM(II); CONVERSION; COMPLEXES; CONDENSATION; REACTIVITY;
D O I
10.1002/cctc.202201410
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Ruthenium complexes with tetradentate PNNP donor ligands demonstrate a marked change in selectivity compared to analogous bis bidentate PN complexes in Guerbet catalysis, producing mixtures of n-butanol (17 %), sec-butanol (14 %) and ethyl acetate (66 %) rather than the usual 90 %+ selectivity to n-butanol. Tridentate PNP ruthenium complexes such as [Ru(H)(Cl)(CO)(Ph2PCH2CH2NHCH2CH2PPh2)] also produce sec-butanol and, in optimized conditions (120 degrees C, 10 mol% NaOEt base), achieve 71 % selectivity to this butanol isomer. The same tri- and tetradentate complexes are efficient catalysts for the conversion of methanol/ethanol mixtures to isobutanol (up to 97 % selectivity). In this way, judicious choice of ligand within this general catalyst family allows selectivity to three butanol isomers of interest as fuel molecules.
引用
收藏
页数:6
相关论文
共 66 条
[31]   Heterogeneous Catalysts for the Guerbet Coupling of Alcohols [J].
Kozlowski, Joseph T. ;
Davis, Robert J. .
ACS CATALYSIS, 2013, 3 (07) :1588-1600
[32]   Catalytic Upgrading of Ethanol to n-Butanol via Manganese-Mediated Guerbet Reaction [J].
Kulkarni, Naveen V. ;
Brennessel, William W. ;
Jones, William D. .
ACS CATALYSIS, 2018, 8 (02) :997-1002
[33]  
Laue S, 2001, ADV SYNTH CATAL, V343, P711
[34]   Iron-, Cobalt-, and Nickel-Catalyzed Asymmetric Transfer Hydrogenation and Asymmetric Hydrogenation of Ketones [J].
Li, Yan-Yun ;
Yu, Shen-Luan ;
Shen, Wei-Yi ;
Gao, Jing-Xing .
ACCOUNTS OF CHEMICAL RESEARCH, 2015, 48 (09) :2587-2598
[35]   Fuelling the future: microbial engineering for the production of sustainable biofuels [J].
Liao, James C. ;
Mi, Luo ;
Pontrelli, Sammy ;
Luo, Shanshan .
NATURE REVIEWS MICROBIOLOGY, 2016, 14 (05) :288-304
[36]   Manganese-Catalyzed Selective Upgrading of Ethanol with Methanol into Isobutanol [J].
Liu, Yaqian ;
Shao, Zhihui ;
Wang, Yujie ;
Xu, Lijin ;
Yu, Zhiyong ;
Liu, Qiang .
CHEMSUSCHEM, 2019, 12 (13) :3069-3072
[37]   Catalytic Biorefining of Ethanol from Wine Waste to Butanol and Higher Alcohols: Modeling the Life Cycle Assessment and Process Design [J].
Mazzoni, Rita ;
Cesari, Cristiana ;
Zanotti, Valerio ;
Lucarelli, Carlo ;
Tabanelli, Tommaso ;
Puzzo, Francesco ;
Passarini, Fabrizio ;
Neri, Esmeralda ;
Marani, Giovanni ;
Prati, Rosa ;
Vigano, Federico ;
Conversano, Antonio ;
Cavani, Fabrizio .
ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2019, 7 (01) :224-237
[38]   A ruthenium(II) bis(phosphinophosphinine) complex as a precatalyst for transfer-hydrogenation and hydrogen-borrowing reactions [J].
Newland, R. J. ;
Wyatt, M. F. ;
Wingad, R. L. ;
Mansell, S. M. .
DALTON TRANSACTIONS, 2017, 46 (19) :6172-6176
[39]   Two isomers of a bis(diphenylphosphino)-phosphinine, and the synthesis and reactivity of Ru arene/Cp* phosphinophosphinine complexes [J].
Newland, Robert J. ;
Delve, Matthew P. ;
Wingad, Richard L. ;
Mansell, Stephen M. .
NEW JOURNAL OF CHEMISTRY, 2018, 42 (24) :19625-19636
[40]  
Nielsen M., 2012, Angew. Chem, V124, P5809