Electrochemical oxidation of styrene to benzaldehyde by discrimination of spin-paired π electrons

被引：14

作者：

Luo, Xiaoxue ^{[1
]}

Tang, Xiaoxia ^{[1
]}

Ni, Jingtian ^{[1
]}

Wu, Baijing ^{[1
]}

Li, Cunpu ^{[1
]}

Shao, Minhua ^{[2
]}

Wei, Zidong ^{[1
]}

机构：

[1] Chongqing Univ, Coll Chem & Chem Engn, State Key Lab Power Transmiss Equipment & Syst Sec, Chongqing Key Lab Chem Proc Clean Energy & Resourc, Chongqing 400044, Peoples R China

[2] Hong Kong Univ Sci & Technol, Dept Chem & Biol Engn, Kowloon, Clear Water Bay, Hong Kong, Peoples R China

来源：

CHEMICAL SCIENCE | 2023年 / 14卷 / 07期

基金：

中国国家自然科学基金;

关键词：

SELECTIVE OXIDATION; FT-IR; SPECTROSCOPY; EPOXIDATION; CATALYSTS;

D O I：

10.1039/d2sc05913d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The oxidation of styrene to benzaldehyde has been a considerable challenge in the electrochemical synthesis of organic compounds because styrene is more easily oxidized to benzoic acid. In this work, MnO2 with an asymmetric electronic configuration is designed to discriminate the spin-paired pi electrons of styrene. One of these discriminated pi electrons combined with reactive oxygen species (ROS), (OH)-O-center dot, (OOH)-O-center dot, etc., produced simultaneously on a MnO2/(Ru0.3Ti0.7)O-2/Ti bifunctional anode, to form benzaldehyde via Grob fragmentation, rather than benzoic acid. However, only benzoic acid is obtained from the oxidation of styrene on the anodes MOs/(Ru0.3Ti0.7)O-2/Ti, where MOs are other metal oxides with symmetric electronic configurations.

引用

页码：1679 / 1686

页数：9

共 50 条

[1] ORBITAL MAGNETISM OF SPIN-PAIRED SYSTEMS
TSUKERBLAT, BS
BELINSKII, MI
ABLOV, AV
PHYSICS LETTERS A, 1972, A 41 (02) : 109 - +
[2] UNSTABLE INTERMEDIATES .34. SOLVATED ELECTRONS - A MODEL FOR SPIN-PAIRED SPECIES IN LIQUID AMMONIA
CATTERAL.R
SYMONS, MCR
JOURNAL OF THE CHEMICAL SOCIETY A -INORGANIC PHYSICAL THEORETICAL, 1966, (01): : 13 - +
[3] REACTION OF SPIN-PAIRED COBALT(II) COMPLEX WITH HYDROGEN
KUSSEROW, S
MADEJA, K
MANKE, D
ZEITSCHRIFT FUR CHEMIE, 1977, 17 (04): : 154 - 154
[4] TUNNELING MEASUREMENTS ON SPIN-PAIRED SUPERCONDUCTORS WITH SPIN-ORBIT SCATTERING
MESERVEY, R
TEDROW, PM
BRUNO, RC
PHYSICAL REVIEW B, 1975, 11 (11) : 4224 - 4235
[5] CALCULATIONS ON SPIN-PAIRED SPECIES IN METAL-AMMONIA SOLUTIONS
KESTNER, NR
RAO, BK
FINLEY, CW
JOURNAL OF PHYSICAL CHEMISTRY, 1983, 87 (08): : 1464 - 1466
[6] RESIDUAL PARAMAGNETISM OF IRON IN SPIN-PAIRED IRON(2) COMPLEXES
KANEKAR, CR
NIPANKAR, SV
INDIAN JOURNAL OF CHEMISTRY, 1967, 5 (01): : 34 - &
[7] GENERATION OF GENERALIZED BRANCHING DIAGRAM SPIN FUNCTIONS BY SCHMIDT ORTHOGONALIZATION OF SPIN-PAIRED FUNCTIONS
RUTTINK, PJA
INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY, 1981, 19 (03) : 413 - 426
[8] Spin-paired solvated electron couples in alkali-ammonia systems
Mauksch, Michael
Tsogoeva, Svetlana B.
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2018, 20 (44) : 27740 - 27744
[9] ELECTROCHEMICAL OXIDATION OF PHENYLHYDRAZONES OF BENZALDEHYDE
LAMEILLE, B
BARBEY, G
CAULLET, C
ELECTROCHIMICA ACTA, 1984, 29 (03) : 339 - 343
[10] Electrochemical oxidation of benzaldehyde diphenylhydrazones
Svarovskaya, NV
Kobotaeva, NS
Sirotkina, EE
Koval', EO
RUSSIAN JOURNAL OF ELECTROCHEMISTRY, 1999, 35 (03) : 370 - 372

← 1 2 3 4 5 →