Preparation of ferrocenes with high fluorous-phase affinities

作者：Hollis W Gary Jr^*; Poferl Matthew G; Wolter Michael D; Deck Paul A; Slebodnick Carla

来源：Journal of Fluorine Chemistry, 2008, 129(2): 119-124.

DOI：10.1016/j.jfluchem.2007.09.007

• fluorous-phase affinity
• ferrocene
• biphase
• nucleophilic substitution
• UV-vis

The reaction of 1,1'-bis(pentafluorophenyl)ferrocene with fluorous alkoxides having the general formula NaOCH2(CF2)(n)CF3 (n = 0, 2, 5, 7, and 8) afforded a series of ferrocenes of general formula {eta(5)-4-[CF3(CF2)(n)CH2O]C6F4C5H4}(2)Fe (1). The reaction of 1,1'-bis(4-tetrafluoropyridyl)ferrocene with the same fluorous alkoxides afforded a series of ferrocenes of general formula (eta(5)-4-{2,6-[CF3(CF2)(n)CH2O](2)C5F2N)C5H4)(2)Fe (2). Perfluoro(methylcyclohexane)/toluene partition coefficients increase with the number (2 or 4) and length (n) of the fluorous substituent. Complexes 1a and 2a (both n = 0) were structurally characterized.

• 出版日期2008-2
• 单位Virginia Tech; 美国弗吉尼亚理工大学(Virginia Tech)