The design of etheric and thioetheric building ...
|Title||The design of etheric and thioetheric building blocks for polymer synthesis.|
|Author(s)||A. Abd-el-Aziz, C. de Denus, K. Epp|
|Journal||Section Title: Organometallic and Organometalloidal Compounds, Proceedings - Indian Academy of Sciences, Chemical Sciences|
|Abstract||A new approach to the design of monomeric and oligomeric ether and thioethers is presented. Nucleophilic arom. substitution (SNAr) of 1,4-dichlorobenzene, 1-chloro-2-methylbenzene, and 2-chloro-1,3-dimethylbenzene complexed to cyclopentadienyliron with arom. dihydroxy or aliph. dimercapto nucleophiles led to the formation of the diiron complexes I [R = 4-Cl, 2-Me, 2,6-(Me)2; X = O, S; Y = 1,4-phenylene, 1,5-naphthylene, (CH2)4, (CH2)6, (CH2)8, and 1,4-CH2C6H4CH2] in very good yields. The complexes I [R = 4-Cl, 2-Me; X = S; Y = (CH2)4, (CH2)6, and (CH2)8] were oxidized with m-chloroperbenzoic acid to produce the corresponding disulfones (X = SO2). Functionalization of the diiron complexes with terminal chloro groups I [R = 4-Cl; X = O, S, SO2; Y = 1,4-phenylene, (CH2)4] was also achieved using SNAr reactions with phenol and thiophenol nucleophiles. The cyclopentadienyliron moieties were removed easily by photolytic demetalation to give the free monomeric and oligomeric ether, sulfide, and sulfone compds. in yields ranging from 70 to 93%. [on SciFinder(R)]|
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