Hydroformylation of Oct-1-ene in Novel Ionic Liquid Crystals

作者：Yang, Jing^*; Li, Fei-Fei; Zhang, Juan; Li, Ji; Wang, Wen-Xin

来源：Helvetica Chimica Acta, 2010, 93(8): 1653-1660.

DOI：10.1002/hlca.201000117

• SOLVENTS
• MESOPHASES

Hydroformylatton of oct-1-ene leading to nonanal (denoted by n) and 2-methyloctanal (denoted by iso). in a novel series of caprolactam-based and common imidazolium-based ionic liquid crystals (ILCs, see Fig I) carried out for the first time (caprolactam = hexahydro-2H-azepin-2-one) (Scheme) Variation of the chain length (a) of the alkyl substituent (C-n) at the caprolactam cation (CP+) from n = 12 to 18 caused the n/iso ratios to vary from 1.7 to 2.9 Meanwhile, the TOF (turnover frequency) decreased from 148 to 122 mol mol(-1) h(-1). Hydroformylation in the imidazolium-based ILCs revealed that [C(16)Mlm] BF4 (n/iso 5 2. TOF 969 mol mol(-1) h(-1)) was more favorable than [C(16)MIm] center dot MsO (n/iso 3 7, TOF 969 mol mol(-1) h(-1)) for the formation of the unbranched aldehyde Although the nits ratio in caprolactam-based ILCs was lower than that in imidazolium-based ILCs. the conversions are higher in the former ILCs on the whole It should be noted that the lamellar mesophase has a strong effect on the regioselectivny and TOF of the hydroformylation Also, it is evident that the influences of different ILCs on the hydroformylation under the various reaction conditions are greatly different The identification of the reaction products was established by GC and GC/MS analyses.

• 出版日期2010
• 单位河南中医药大学