- Effect of through-bond interaction on conformation and structure in rod-shaped donor - acceptor systems: Part 1. Crystal structures of five N-arylpiperidin-4-one derivatives
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The crystal structures of five N-arylpiperidin-4-one derivatives 2P2, 3P2, 5P2, 1P3, and 2P3 are presented (Fig. 2 and Tables 1-5) and discussed together with the derivatives 1P2 and 4P2 published previously. In all but one structure, 1P2, the aryl group is in an equatorial position. The piperidine ring adopts a normal chair conformation. In 1P2, the piperidine ring central C-C bonds are significantly elongated, which is consistent with the idea that through-bond interaction is more pronounced in the axial conformation. Through-bond interaction also influences the pyramidalization at the piperidine C(4)-atom in such a way that a strong interaction is directing the ethylene C-atom C(9) into the axial direction.
- De Ridder, Dirk J. A.,Goubitz, Kees,Schenk, Henk,Krijnen, Bert,Verhoeven, Jan W.
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p. 799 - 811
(2007/10/03)
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- Synthesis and exploratory photophysical investigation of donor-bridge-acceptor systems derived from N-substituted 4-piperidones
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We report a two-step synthesis for N-aryl- and N-alkyl-substituted 4-piperidones, in which the N substituent can easily be varied.A number of intramolecular donor-acceptor systems was synthesized from these piperidones by conversion of the carbonyl functionality.The influence of the N-aryl donor on the electronic absorption and fluorescence spectra was investigated systematically.It was concluded that some systems can be used as efficient fluorescent probes with a high sensitivity for solvent polarity.
- Scherer, T.,Hielkema, W.,Krijnen, B.,Hermant, R. M.,Eijckelhoff, C.,et al.
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p. 535 - 548
(2007/10/02)
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