Ferrocenyl and pyridyl methylenepyrans as potential precursors of organometallic electron-rich extended bipyrans: Synthesis, characterization and crystal structure

被引:17
作者
Ba, Fatou [1 ]
Guen, Francoise Robin-Le [1 ]
Cabon, Nolwenn [1 ]
Le Poul, Pascal [1 ]
Golhen, Stephane [2 ]
Le Poul, Nicolas [3 ]
Caro, Bertrand [1 ]
机构
[1] IUT Lannion, CNRS, Sci Chim UMR 6226, Lannion, France
[2] Univ Rennes 1, CNRS, Sci Chim UMR 6226, CS 74205, F-35042 Rennes, France
[3] Univ Bretagne Occidentale, UMR CNRS 6521, Lab Chim Electrochim Mol & Chim Analyt, CS 93837, F-29238 Brest 3, France
关键词
Ferrocenyl methylenepyrans; Pyridyl methylenepyrans; Formylation; Electron-rich molecules; NONLINEAR-OPTICAL-PROPERTIES; FISCHER CARBENE COMPLEXES; CHARGE-TRANSFER COMPLEXES; PYRYLIUM-SALTS; HETEROQUINONOID SYSTEM; PI-DONOR; CATALYZED DIMERIZATION; CONDUCTIVE COMPLEXES; MOLECULAR-STRUCTURE; ACCEPTORS BEARING;
D O I
10.1016/j.jorganchem.2009.10.006
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Ferrocenyl and pyridyl methylenepyrans were obtained from a Wittig reaction between a pyran phosphorane and ferrocenyl or pyridyl-aldehydes. The nucleophilic nature of the exocyclic C-C bond allowed the formylation of these compounds by a Vilsmeier type reaction. All the new products were characterized by IR spectroscopy, H-1 and C-13 NMR spectroscopy, mass spectroscopy and (or) elemental analysis. Electrochemistry of representative compounds 2, 10 and 13 was undertaken. In addition, a crystal structure of the ferrocenylpyranylidene aldehyde 5 was described, and the pyrylium character of this compound was specified. (C) 2009 Elsevier B.V. All rights reserved.
引用
收藏
页码:235 / 243
页数:9
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