One-pot Synthesis of Acetals by Tandem Hydroformylation-acetalization of Olefins Using Heterogeneous Supported Catalysts

被引：16

作者：

Li, Xiao ^{[1
,2
]}

Qin, Tingting ^{[1
,2
]}

Li, Liusha ^{[1
,2
]}

Wu, Bo ^{[1
,2
]}

Lin, Tiejun ^{[1
]}

Zhong, Liangshu ^{[1
,3
]}

机构：

[1] Chinese Acad Sci, CAS Key Lab Low Carbon Convers Sci & Engn, Shanghai Adv Res Inst, Shanghai 201203, Peoples R China

[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China

[3] ShanghaiTech Univ, Sch Phys Sci & Technol, Shanghai 201203, Peoples R China

来源：

CATALYSIS LETTERS | 2021年 / 151卷 / 09期

关键词：

One-pot synthesis; Tandem hydroformylation-acetalization; Acetals; Heterogenous catalyst; DIMETHYLACETAL SYNTHESIS; SOLVENT-FREE; EFFICIENT; HYDROGENATION; ALDEHYDES; ALKENES;

D O I：

10.1007/s10562-020-03504-5

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：

A green route for one-pot synthesis of acetals by tandem hydroformylation-acetalization of olefins using supported Rh-based catalysts was developed. Experimental results demonstrated that suitable Rh loading (1 wt%) with appropriate reaction temperature (120 degrees C) and reaction time (8 h) were favorable for the formation of acetals, and a high acetals selectivity of 94.6% was achieved. More importantly, the selectivity to valuable linear products was enhanced in this tandem catalysis. Based on the catalytic mechanism study, highly dispersed RhOx nanoparticles and abundant acid sites on the supports were responsible for the hydroformylation and acetalization, respectively. [GRAPHICS] .

引用

页码：2638 / 2646

页数：9

共 37 条

[1]

Ali B.E, 2006, APPL CATAL A-GEN, V303, P213

[2] Water-tolerant zeolite catalyst for the acetalisation of glycerol [J].

da Silva, Carolina X. A. ;

Goncalves, Valter L. C. ;

Mota, Claudio J. A. .

GREEN CHEMISTRY, 2009, 11 (01) :38-41

[3] Formation of Acetals under Rhodium-Catalyzed Hydroformylation Conditions in Alcohols [J].

Diebolt, Olivier ;

Cruzeuil, Clement ;

Muller, Christian ;

Vogt, Dieter .

ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (04) :670-677

[4] SYNTHESIS OF ACETALS FROM ALKENES BY ONE-POT HYDROFORMYLATION-TRANSACETALIZATION REACTIONS CATALYZED BY RHODIUM COMPLEXES AND PYRIDINIUM P-TOLUENESULPHONATE [J].

FERNANDEZ, E ;

CASTILLON, S .

TETRAHEDRON LETTERS, 1994, 35 (15) :2361-2364

[5] From Olefins to Alcohols: Efficient and Regioselective Ruthenium-Catalyzed Domino Hydroformylation/Reduction Sequence [J].

Fleischer, Ivana ;

Dyballa, Katrin Marie ;

Jennerjahn, Reiko ;

Jackstell, Ralf ;

Franke, Robert ;

Spannenberg, Anke ;

Beller, Matthias .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (10) :2949-2953

[6] Applied Hydroformylation [J].

Franke, Robert ;

Selent, Detlef ;

Boerner, Armin .

CHEMICAL REVIEWS, 2012, 112 (11) :5675-5732

[7] Acetaldehyde dimethylacetal synthesis with Smopex 101 fibres as catalyst/adsorbent [J].

Gandi, Ganesh K. ;

Silva, Viviana M. T. M. ;

Rodrigues, Alfrio E. .

CHEMICAL ENGINEERING SCIENCE, 2007, 62 (04) :907-918

[8] Process development for dimethylacetal synthesis: Thermodynamics and reaction kinetics [J].

Gandi, GK ;

Silva, VMTM ;

Rodrigues, AE .

INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2005, 44 (19) :7287-7297

[9] Tandem Hydroformylation-Acetalization Using a Water-Soluble Catalytic System: a Promising Procedure for Preparing Valuable Oxygen-Containing Compounds from Olefins and Polyols [J].

Gorbunov, D. N. ;

Nenasheva, M. V. ;

Sinikova, N. A. ;

Kardasheva, Yu. S. ;

Maksimov, A. L. ;

Karakhanov, E. A. .

RUSSIAN JOURNAL OF APPLIED CHEMISTRY, 2018, 91 (06) :990-995

[10] Cation-exchange resins in the hydroformylation-acetalization tandem reaction [J].

Gorbunov, D. N. ;

Shchukina, T. V. ;

Kardasheva, Yu. S. ;

Sinikova, N. A. ;

Maksimov, A. L. ;

Karakhanov, E. A. .

PETROLEUM CHEMISTRY, 2016, 56 (08) :711-716

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