A convenient and effective method for the preparation of perfluorooctyl-propyl amines ([R_f8(CH₂)₃]_nNH_3−n (1–3), n=1,2,3; R_f8(CH₂)₃NHMe (4); [R_f8(CH₂)₃]₂NMe (5); R_f8(CH₂)₃NMe₂ (6); R_f8=F(CF₂)₈) via a step by step alkylation with R_f8(CH₂)₃I is described. The fluorophilicity values of 1–6 were determined by GC and range from 0.79±0.07 (1) to 5.3±0.2 (3). Systematic ab initio calculations of proton affinities of model compounds (7a–j) using Hartree–Fock and density functional theory imply that the inserted trimethylene spacer unit efficiently reduces the electron-withdrawing effect of the perfluorinated segment. All structures were verified by multinuclear one- and two-dimensional NMR experiments involving both homo- () and hetero-nuclear (, –, –) correlations based on the GMQFCOPS and inverse and/or detected GHSQC, GHMQC sequences with broadband adiabatic -decoupling.

中文翻译：

---

亲氟全氟辛基丙基胺的简便合成与表征，以及相关模型化合物的质子亲和力的从头计算

为全氟辛基-丙基胺的制备（A方便和有效的方法[R _F8（CH ₂）₃ ] _ñ NH _{3- Ñ}（1 - 3），Ñ = 1,2,3; R _F8（CH ₂）₃ NHMe （4）； [R _f8（CH ₂）₃ ] ₂ NMe（5）； R _f8（CH ₂）₃ NMe ₂（6）； R _f8 = F（CF ₂）₈）描述了通过与R _f8（CH ₂）₃ I逐步烷基化的方法。的fluorophilicity值1 - 6通过GC测定以及从0.79±0.07（范围1）到5.3±0.2（3）。使用Hartree-Fock和密度泛函理论对模型化合物（7a – j）的质子亲和力进行系统的从头计算，表明所插入的三亚甲基间隔单元可有效降低全氟链段的电子吸收效应。所有结构均通过多核一维和二维NMR实验验证，其中涉及同核（）和杂核（，- ，– ）基于GMQFCOPS和反向和/或检测到的GHSQC，GHMQC序列与宽带绝热解耦的相关性。