FUNCTIONALIZATION OF CHLOROBENZENES VIA THEIR CPFE+ SALTS - A SYNTHESIS OF SUBSTITUTED DIPHENYL ETHERS

被引:8
作者
CAMBIE, RC [1 ]
JANSSEN, SJ [1 ]
RUTLEDGE, PS [1 ]
WOODGATE, PD [1 ]
机构
[1] UNIV AUCKLAND,DEPT CHEM,AUCKLAND,NEW ZEALAND
关键词
D O I
10.1016/0022-328X(92)83357-N
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
In work directed towards the synthesis of functionalized diaryl ethers such as SK + F L-94901 the benzylic carbanion derived from 3-ethoxy-6-methylpyridazine-1-oxide was added ortho to an electron-withdrawing chlorine group in (eta-5-cyclopentadienyl)(eta-6-1,4-dichlorobenzene)iron(1+) hexafluorophosphate(1-) and other eta-6-chloroarene cationic complexes to form neutral eta-5-cyclohexadienyl ligands. Oxidative aromatization of the adduct occurred with concomitant demetallation. In contrast to the Yanovsky-type reactions of the carbanion, chloride was displaced from (eta-6-1,4-dichlorobenzene)CpFe+ by phenoxide anions under mild conditions to give eta-6-diphenyl ether cationic complexes.
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页码:97 / 114
页数:18
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