Shaping Tetraazaparacyclophanes for Selective Solvent Vapour Detection: Structural Variations in Coating Design ∗

摘要: Paracyclophanes serve well as receptor sites mimicking enzyme analogue recognition. Their application coatings for themass-sensitive detection of toxic organic solvent vapours is demonstrated involving synthetic variation the macrocycle in terms cavity size, shape and stereoelectronics. In this way it possible to tailor these hosts towards different analytes such chloroform or toluene. The computational modelling inclusion allows prediction both sensitivities selectivities promising before doing time consuming syntheses. Force-field calculations show that outstanding behaviour a xylylene bridged tetraazaparacyclophane large aromatic halogenated analyte molecules due elongated host. Temperature-dependent determination equilibrium constant K guest shows calculated measured interaction enthalpies do correlate satisfactorily.