A facile transesterification route to ferrocenyl esters

被引:13
作者
Debroy, P [1 ]
Naskar, D [1 ]
Roy, S [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Organomet & Catalysis Lab, Kharagpur 721302, W Bengal, India
关键词
ferrocene; ene-linker; transesterification; tetrabutylammonium hydroxide; RCM;
D O I
10.1016/j.ica.2005.09.028
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
In the presence of tetrabutylammonium hydroxide as catalyst and at room temperature, ethyl ferrocenecarboxylate, ethyl ferrocenylacetate, ethyl 3-ferrocenylpropanoate, 1,1'-ferrocenyl-bis(ethyl propanoate), ethyl 3-ferrocenylpropenoate and 1,1'-ferrocenyl-bis(ethyl propenoate) undergoes facile transesterification reaction with aliphatic, benzyl and allyl alcohols to furnish the corresponding ferrocenyl esters in good to excellent yields. Ring closing metathesis of the ester Fc-1, 1'-(CH=CH-CO2CH2CH=CH2)(2) yields the corresponding closed loop ferrocenyl ester. (c) 2005 Elsevier B.V. All rights reserved.
引用
收藏
页码:1215 / 1221
页数:7
相关论文
共 38 条
[1]   AN IMPROVED SYNTHESIS OF FERROCENE-1,1'-DICARBALDEHYDE [J].
BALAVOINE, GGA ;
DOISNEAU, G ;
FILLEBEENKHAN, T .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1991, 412 (03) :381-382
[2]   Electronic and optical properties of conjugated group 8 metallocene derivatives [J].
Barlow, S ;
Marder, SR .
CHEMICAL COMMUNICATIONS, 2000, (17) :1555-1562
[3]  
Baumhof P, 2001, ANGEW CHEM INT EDIT, V40, P3672, DOI 10.1002/1521-3773(20011001)40:19<3672::AID-ANIE3672>3.0.CO
[4]  
2-Y
[5]   VOLTAMMETRIC AND NMR-STUDIES OF A BIS(FERROCENECARBOXAMIDE)-SUBSTITUTED DIAZA 18-CROWN-6 RECEPTOR THAT SIMULTANEOUSLY COMPLEXES AND ELECTROCHEMICALLY RECOGNIZES BOTH CATIONS AND ANIONS [J].
BEER, PD ;
CHEN, Z ;
OGDEN, MI .
JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS, 1995, 91 (02) :295-302
[6]   NON-PROTIC PROCEDURE FOR TRANS-ESTERIFICATION OF METHYL-ESTERS [J].
BENCIVENGO, D ;
FILIPPO, JS .
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (25) :5222-5224
[7]   IMPROVED ACYLATION RATES WITHIN CYCLODEXTRIN COMPLEXES FROM FLEXIBLE CAPPING OF THE CYCLODEXTRIN AND FROM ADJUSTMENT OF THE SUBSTRATE GEOMETRY [J].
BRESLOW, R ;
CZARNIECKI, MF ;
EMERT, J ;
HAMAGUCHI, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (02) :762-770
[8]   Copper complexes generated from ferrocene-bipyridyl metallo-synthons [J].
Buda, M ;
Moutet, JC ;
Saint-Aman, E ;
De Cian, A ;
Fischer, J ;
Ziessel, R .
INORGANIC CHEMISTRY, 1998, 37 (16) :4146-4148
[9]   Poly(ferrocenylenevinylene) from ring-opening metathesis polymerization of ansa-(vinylene)ferrocene [J].
Buretea, MA ;
Tilley, TD .
ORGANOMETALLICS, 1997, 16 (07) :1507-1510
[10]   Coordination chemistry of ester-functionalized Cp ligands.: The atom-economy synthesis of Na[C5H4CO2(CH2)2OH] and solid state structures of [Rh{C5H4CO2(CH2)2OH}(CO)2] and [Rh2{μ-(C5H4CO2CH2)2}(NBD)2] [J].
Busetto, L ;
Cassani, MC ;
Albano, VG ;
Sabatino, P .
ORGANOMETALLICS, 2002, 21 (09) :1849-1855