SYNTHESIS OF POLYFLUORO AROMATIC ETHERS - A FACILE ROUTE USING POLYFLUOROALKOXIDES GENERATED FROM CARBONYL AND TRIMETHYSILYL COMPOUNDS
SYNTHESIS OF POLYFLUORO AROMATIC ETHERS - A FACILE ROUTE USING POLYFLUOROALKOXIDES GENERATED FROM CARBONYL AND TRIMETHYSILYL COMPOUNDS
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DOI：
10.1021/ic00128a020
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发表时间：
1995-11-22
影响因子：
4.6
通讯作者：
SHREEVE, JM
中科院分区：
文献类型：
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作者：
NISHIDA, M;VIJ, A;SHREEVE, JM
C(6)F(5)CH(2)或(F)[R(F)=CF3，C2F5，CF3CH2，Cf(CF3)(2)，C(CF3)(3)，C(CF3)(2)(C6F5)，C(CF3)(2)(OCH2CF3)，C(C6F5)(2)(CF3)]，(4-CF3CH2O)C6F4CH2OCH2CF3和C6F5CH2OCF2OCH2C6F5是由C6F5CH2Br与含氟过碳基化合物COF2、CF3(O)、C6F5COF、(C6F5)(2)、CO反应合成的(CF3)(2)CO和(COF)(2)；与多氟硅氧烷CF3CH2OSi(CH3)(3)和C6F5OSi(CH3)(3)反应；或与由氟化硅烷CF3Si(CH3)(3)、C6F5Si(CH3)(3)和CF3CH2OSi(CH3)(3)与上述羰基化合物反应生成的多氟醇氧化物反应。报道了C6F5CH2OC(C6F5)(2)(CF3)的单晶X射线分析。讨论了羰基底物和含硅试剂的反应性与烷基(芳基)取代基的关系。
The polyfluoro aromatic ethers C(6)F(5)CH(2)OR(F) [R(F) = CF3, C2F5, CF3CH2, CF(CF3)(2), C(CF3)(3), C(CF3)(2)(C6F5), C(CF3)(2)(OCH2CF3), C(C6F5)(2)(CF3)], (4-CF3CH2O)C6F4CH2OCH2CF3, and C6F5CH2OCF2CF2OCH2C6F5, were synthesized from C6F5CH2Br in the presence of CsF by reaction with the perfluoro carbonyl compounds COF2, CF3C(O)F, C6F5COF, (C6F5)(2)CO, (CF3)(2)CO, and (COF)(2); reaction with polyfluoro siloxanes CF3CH2OSi(CH3)(3) and C6F5OSi(CH3)(3); or reaction with polyfluoroalkoxides generated from the fluorinated silanes CF3Si(CH3)(3), C6F5Si(CH3)(3), and CF3CH2OSi(CH3)(3) reacting with the carbonyl compounds listed above. Single-crystal X-ray analysis of C6F5CH2OC(C6F5)(2)(CF3) is reported. Reactivities of the carbonyl substrates and the silicon-containing reagents are discussed as a function of the alkyl (aryl) substituents present.