n-alkyl fluorenyl phases in chromatography. I. Synthesis and characterization.
n-alkyl fluorenyl phases in chromatography. I. Synthesis and characterization.
复制标题
色谱中的正烷基芴基相。
DOI：
10.1016/s0021-9673(98)00014-4
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发表时间：
1998
期刊：
影响因子：
--
通讯作者：
E. Lindner
中科院分区：
文献类型：
--
作者：
W. Wielandt;A. Ellwanger;K. Albert;E. Lindner
本文描述了一类新的硅胶结合芴相。这些化合物是通过芴基锂与ω-溴代烯基反应生成9-（5′-己烯基）-9H-和9-（9′-癸烯基）-9H-芴（1和2），然后与不同的氢化硅烷进行硅氢化反应合成的。得到的ω-官能化的硅烷基烷基芴3a（T0）、3b（T0）、4a（T0）、4 b（T0）和4c（M0）（方案1）与硅胶的表面硅烷醇基团反应以生成新的芴相3a（Tn）（Qm）y、3b（Tn）（Qm）y、4a（Tn）（Qm）y、4 b（Tn）（Qm）y和4c（M1）（Qm）y。采用1H、13 C和29 Si固体核磁共振谱对各相进行了表征。Sander和Wise试验（SRM 869）证明了它们在高效液相色谱中的适用性。与传统的正烷基相相比，分离过程中还涉及π-π相互作用，因此，多环芳烃样品分子的保留时间取决于所用芴相的配体密度。
A new class of silica gel-bound fluorene phases is described. The compounds are synthesized via reaction of fluorenyl lithium with ω-alkenyl bromides leading to 9-(5′-hexenyl)-9H- and 9-(9′-decenyl)-9H-fluorene (1 and 2), followed by hydrosilation reactions with different hydrosilanes. The resulting ω-functionalized silylalkyl fluorenes 3a(T0), 3b(T0), 4a(T0), 4b(T0) and 4c(M0) (Scheme 1) react with surface silanol groups of silica gel to generate the new fluorene phases 3a(Tn)(Qm)y, 3b(Tn)(Qm)y, 4a(Tn)(Qm)y, 4b(Tn)(Qm)yand 4c(M1)(Qm)y. The phases are characterized by employing1H,13C and29Si solid-state nuclear magnetic resonance spectroscopy. Their applicability in high-performance liquid chromatography is proved by the Sander and Wise test (SRM 869). In contrast to conventional n-alkyl phases, π–π interactions are additionally involved in the separation process and, therefore, the retention times of the polycyclic aromatic hydrocarbons sample molecules depend on the ligand densities of the applied fluorene phases.