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Reactions of Electrochemically Generated Organometallics, 2. The Use of Zinc, Tin, Aluminium, Indium, and Iron as Sacrificial Anodes in the Electrochemically Assisted Reformatsky Reaction of Ethyl 2‐Bromoalkanoates with Succinic Anhydride
Author(s) -
Schwarz KarlHeinz,
Kleiner Katharina,
Ludwig Rolf,
Schick Hans
Publication year - 1993
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19931260526
Subject(s) - chemistry , reformatsky reaction , zinc , tin , succinic anhydride , indium , inorganic chemistry , galvanic anode , aluminium , anode , metal , polymer chemistry , organic chemistry , electrode , cathodic protection
Zinc, tin, aluminium, indium, and iron were applied as sacrificial anodes in the electrochemically assisted Reformatsky reaction of succinic anhydride ( 1 ) with ethyl 2‐bromoalkanoates 2 . In all cases the expected 1‐ethyl 3‐oxohexanedioates 3 were abtained in good to moderate yields. However, the amount of current consumed for the dissolution of one equivalent of anode metal strongly depends on the kind of metal. Whereas aluminium and iron require 1 Faraday per equivalent (Faraday val –1 ), tin demands only 0.9 Faraday val –1 , and zinc and indium require an even smaller amount of current. It is assumed that in the case of the last three metals the electro‐chemical Reformatsky reaction is overlapped by a current‐independent normal Reformatsky reaction, in which the anode acts as activated metal.