Highly selective synthesis of acetylferrocene by acylation of ferrocene over zeolites

被引：28
作者：
Bejblova, Martina
Zones, Stacey I.
Cejka, Jiri
机构：
[1] Acad Sci Czech Republic, J Heyrovsky Inst Phys Chem, CZ-18223 Prague 8, Czech Republic
[2] Chevron Energy & Technol Co, Richmond, CA 94802 USA
来源：
APPLIED CATALYSIS A-GENERAL | 2007年 / 327卷 / 02期
关键词：
acetylferrocene; acylation; zeolites; structural types;
D O I：
10.1016/j.apcata.2007.05.023
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：
Zeolites with different structure and concentration of acid sites were investigated in a liquid phase acylation of ferrocene with acetic anhydride. It was found that the conversion of ferrocene increased in the order: medium pore zeolites < 1D large pore zeolites < 3D large pore zeolites. Zeolite SSZ-33 with interconnecting 10 and 12-membered rings exhibited a slightly lower conversion compared with mordenite. The increase in the conversion of ferrocene was observed with decreasing Si/Al ratio for the given zeolite structure. Both Broensted and Lewis acid sites contribute to the catalytic activity of zeolites in ferrocene acylation. Mono-acylated ferrocene (acetylferrocene) was synthesized by this reaction with almost 100% selectivity. (c) 2007 Elsevier B.V. All rights reserved.
引用
收藏
页码：255 / 260
页数：6
相关论文
共 27 条
[1]   Molecular modeling studies on zeolite catalysts for shape-selective electrophilic substitution: I acylation of 2-methoxynaphthalene [J].
Bharathi, P ;
Waghmode, SB ;
Sivasanker, S ;
Vetrivel, R .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1999, 72 (10) :2161-2167
[2]   Synthesis, structures and reactions of some metallocene alcohols [J].
Brunker, TJ ;
Arisandy, C ;
Cowley, AR ;
Rees, LH ;
Barlow, S ;
O'Hare, D .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2004, 689 (01) :252-263
[3]   Acid-catalyzed synthesis of mono- and dialkyl benzenes over zeolites:: Active sites, zeolite topology, and reaction mechanisms [J].
Cejka, J ;
Wichterlová, B .
CATALYSIS REVIEWS-SCIENCE AND ENGINEERING, 2002, 44 (03) :375-421
[4]   Shape-selective synthesis of 2-acetylnaphthalene via naphthalene acylation with acetic anhydride over large pore zeolites [J].
Cerveny, L ;
Mikulcová, K ;
Cejka, J .
APPLIED CATALYSIS A-GENERAL, 2002, 223 (1-2) :65-72
[5]  
CHOUDARY BM, 2001, Patent No. 6239302
[6]  
Darin VA, 1999, J PRAK CHEM-CHEM ZTG, V341, P588, DOI 10.1002/(SICI)1521-3897(199908)341:6<588::AID-PRAC588>3.3.CO
[7]  
2-0
[8]   SOME ACYL FERROCENES AND THEIR REACTIONS [J].
GRAHAM, PJ ;
LINDSEY, RV ;
PARSHALL, GW ;
PETERSON, ML ;
WHITMAN, GM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (13) :3416-3420
[9]   THE SHAPE-SELECTIVE ACYLATION OF 2-METHOXYNAPHTHALENE, CATALYZED BY ZEOLITES-Y, ZEOLITE-BETA AND ZEOLITE-ZSM-12 [J].
HARVEY, G ;
MADER, G .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1992, 57 (04) :862-868
[10]   Selective mono- and di{(perfluoroalkyl)acylation} of ferrocene [J].
Hazafy, D ;
Sobociková, M ;
Stepnicka, P ;
Ludvík, J ;
Kotora, M .
JOURNAL OF FLUORINE CHEMISTRY, 2003, 124 (02) :177-181
123