Synthesis of New Tetraoxacyclophanes Containing Benzophenone…新型含二苯甲酮的四氧杂环乙烷的合成.pdfVIP

Polish J. Chem ., 74, 965–977 (2000) Synthesis of New Tetraoxacyclophanes Containing Benzophenone Units by P. Kuœ1 and P.G. Jones2 1 Department of Chemistry, Silesian University, 9, Szkolna Street, 40-006 Katowice, Poland 2Institut für Anorganische und Analytische Chemie, Technische Universität Braunschweig, Postfach 3329, 38023 Braunschweig, Germany (Received January 21st, 2000; revised manuscript February 28th, 2000) 4,4-Dihydroxybenzophenone was used as a precursor for synthesis of macrocyclic com- pounds. Low-temperature crystal structures were determined for 4,4-diethoxybenzo- phenone ( 10), C H O , orthorhombic, Pbcn , a = 7.2891(12), b = 6.2827(10), c = 17 18 3 31.1000(5) Å, Z = 4 (one molecule with twofold symmetry), and 1,5,19,23-tetra- oxa-12,30-dioxo[5.1.5.1]paracyclophane (6), C H O , triclinic, P(-1), a = 9.1559(12), 34 32 6 b = 11.634(2), c = 14.124(2) Å, = 93.745(12), = 102.966(10), = 108.591(12), Z = 2, (two independent molecules each with inversion symmetry). The interplanar angles be- tween aromatic rings is 53 for compound 10 and 53, 49 for the two molecules of 6. IR , Raman and UV spectra were recorded for both compounds. Key words: tetraoxaparacyclophanes, benzophenone, preparation, crystal structure, IR and Raman spectra Tetraoxaparacyclophanes, like tetraazaparacyclophanes, form an interesting group of macrocyclic compounds. Owing to their “cage”structure they are capable of forming host-guest-type combinations with neutral molecules. “Guest” molecules are kept within the “cage”, because of hydrophobic forces betwee