Mechanochemical sulfonation of aromatic compounds using NaHSO4•H2O/P2O5

被引:1
作者
Zuo, Lu-Lu [1 ]
Qin, Shuai [1 ]
Zhang, Pu [1 ]
Qin, Yu-Jun [1 ]
Guo, Zhi-Xin [1 ]
机构
[1] Renmin Univ China, Dept Chem, Beijing 100872, Peoples R China
关键词
aromatic compounds; mechanochemical; NaHSO4; H2O; P2O5; sulfonation; SULFUR-TRIOXIDE; ACIDS; PARAMETERS; OXIDATION; KINETICS; THIOLS; C-60;
D O I
10.1177/17475198211032571
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of aromatic sulfonic acids is synthesized by subjecting arenes and NaHSO4 center dot H2O to high-speed ball milling in the presence of P2O5. It is suggested the aromatic sulfonation occurs via in situ generated H2SO4 to give aromatic sulfonic acids. In some cases, formation of diaryl sulfones was observed.
引用
收藏
页码:942 / 949
页数:8
相关论文
共 48 条
[1]   Naphthalenedisulphonic acid formation with 20% oleum [J].
Aleboyeh, H ;
Walter, S ;
Aleboyeh, A ;
Ladhari, N .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 1997, 1 (06) :411-414
[2]   Mechanochemistry and organic synthesis: from mystical to practical [J].
Andersen, J. ;
Mack, J. .
GREEN CHEMISTRY, 2018, 20 (07) :1435-1443
[3]  
BOCHKAREVA TP, 1989, ZH ORG KHIM+, V25, P1492
[4]   Soluble Oligo- and Polythienyl Sulfides and Sulfones: Synthesis and Photophysics [J].
Caron, Elise ;
Wolf, Michael O. .
MACROMOLECULES, 2017, 50 (19) :7543-7549
[5]  
Cerfontain, 1968, MECH ASP AR SULF DES, P68
[6]   SULFONATION OF 3 SYMMETRICAL 2,6-DIALKYLPHENOLS, 2,6-DICHLOROPHENOL, PHENOL, AND 2,6-DIMETHYLANISOLE - SULFATION AND SULFONATION PRODUCT DISTRIBUTIONS AND MECHANISMS [J].
CERFONTAIN, H ;
KOEBERGTELDER, A ;
LAMBRECHTS, HJA ;
DEWIT, P .
JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (25) :4917-4923
[7]   Synthesis of 2,2′,6-Trisubstituted and 2,2′,6,6′-Tetrasubstituted Diaryl Sulfides and Diaryl Sulfones by Copper-Promoted Coupling and/or Ortholithiation [J].
Clayden, Jonathan ;
Senior, James .
SYNLETT, 2009, (17) :2769-2772
[8]  
Corby BW, 2002, J CHEM RES, P326
[9]   Mechanochemistry: A Force of Synthesis [J].
Do, Jean-Louis ;
Friscic, Tomislav .
ACS CENTRAL SCIENCE, 2017, 3 (01) :13-19
[10]   New procedure for nucleophilic sulfonation of aromatic nitro compounds: Destructive oxidation of S-arylthioglycolic acids esters [J].
Dutov, M. D. ;
Serushkina, O. V. ;
Shevelev, S. A. .
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2007, 43 (08) :1167-1169