O-Isopropylferrocenesulfonate: Synthesis of Polysubstituted Derivatives and Electrochemical Study

被引:18
作者
Erb, William [1 ]
Wen, Min [1 ]
Pierre Hurvois, Jean [1 ]
Mongin, Florence [1 ]
Halauko, Yury S. [2 ]
Ivashkevich, Oleg A. [3 ]
Matulis, Vadim E. [3 ]
Roisnel, Thierry [1 ]
机构
[1] Univ Rennes, CNRS, ISCR Inst Sci Chim Rennes, UMR 6226, F-35000 Rennes, France
[2] Belarusian State Univ, UNESCO, 14 Leningradskaya Str, Minsk 220030, BELARUS
[3] Belarusian State Univ, Res Inst Phys Chem Problems, 14 Leningradskaya Str, Minsk 220030, BELARUS
关键词
Alkyl sulfonate; Chirality; Ferrocene; Halogen dance; Lithium; ORTHO-LITHIATION; FERROCENE DERIVATIVES; CRYSTAL-STRUCTURE; HALOGEN-DANCE; METALATION; ACID; FERROCENECARBOXAMIDES; REARRANGEMENT; POTENTIALS; SULFONATES;
D O I
10.1002/ejic.202100448
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Few studies have been reported on the synthesis of ferrocenesulfonates up to now. Here, we describe the use of ortho-deprotometalation and "halogen dance" reactions to easily reach original derivatives. Further functionalizations using cross-coupling and metal/halogen exchange were also performed from iodinated derivatives. Finally, while the electrochemical properties of selected ferrocenesulfonates were evaluated and compared with the corresponding sulfonamide derivatives, halogen bonds were observed at the solid state for iodinated derivatives of ferrocenesulfonates.
引用
收藏
页码:3165 / 3176
页数:12
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