Synlett, Inhaltsverzeichnis ACCOUNT © Georg Thieme Verlag Stuttgart ˙ New York Molecular Signal Transduction by Conformational Transmission Rolf Krauss, Ulrich Koert*Fachbereich Chemie, Philipps-Universität Marburg, Hans-Meerwein-Straße, 35032 Marburg, GermanyFax: +49(6421)2825677; e-Mail: koert@chemie.uni-marburg.de; Artikel empfehlen Abstract Artikel einzeln kaufen Alle Artikel dieser Rubrik Abstract 2,3,6,7-Tetrasubstituted cis-anti-cis perhydroanthra-cenes and cis-decalines are suitable transducers for molecular signals via conformational transmission. Repeated use of a Lewis-acid catalyzed Diels-Alder reaction led to the stereoselective construction of the perhydroanthracene and decalin target molecules. A covalently induced triple ring flip of the perhydroanthacene system was achieved by the formation of a bisacetal. A chelation induced conformational switch was possible with bipyridine receptor groups in positions 6 and 7 and Zn(II) as the incoming signal. By attaching pyrene effectors in positions 2 and 3 the ability of the device to transduce a molecular signal from the receptor via the biconformational transducer to the effector leading to an outcoming photosignal was proven. Key words conformational analysis - molecular switch - perhydroanthracene - signal transduction - stereoselective synthesis Volltext Referenzen References 1 Krauss G. Biochemistry of Signal Transduction and Regulation Wiley-VCH; Weinheim: 1999. 2 Special issue on Photochromism: Memories and Switches: Chem. Rev. 2000, 100: 1683-1890 3 Balzani V. Credi A. Mattersteig G. Mathews OA. Raymo FM. Stoddart JF. Venturi M. White AJP. Williams DJJ. Org. Chem. 2000, 65: 1924 4 Beer PD. Chem. Soc. Rev. 1989, 18: 409 5 Dong T.-Y. Chang C.-K. Cheng C.-H. Lin K.-J. Organometallics 1999, 18: 1911 6 Fabbrizzi L. Poggi A. Chem. Soc. Rev. 1995, 24: 197 7 Fabbrizzi L. Licchelli M. Pallavicini P. Acc. Chem. Res. 1999, 32: 846 8 Hegetschweiler K. Kradolfer T. Gramlich V. Hancock RD. 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