caa a22 4500 469059079 CHVBK 20180323132851.0 cr unu---uuuuu 170328e19920101xx s 000 0 eng 10.1007/BF01053861 doi (NATIONALLICENCE)springer-10.1007/BF01053861 Tribracchial lariat ethers: Syntheses, binding, and formation of an intramolecular macroring-sidearm complex in the absence of any cation [Elektronische Daten] [Mara Tsesarskaja, Thomas Cleary, Steven Miller, John Trafton, Simon Bott, Jerry Atwood, George Gokel] Details of a new synthetic approach to 4,10,16-triaza-18-crown-6 (‘triaza-18-crown-6') are reported, along with the preparation and binding properties of the following derivatives having the indicated sidearms: CH2C≡CH, CH2CH2OH, CH2CH2OCH3, COCH2OCH3,CH2COOCH2CH3, CH2C6H5, and CH2C6H4−2−NO2. A key intermediate in the synthesis of triaza-18-crown-6 is 4-N-toluenesulfonyl-1,7,13-trioxa-4,10,16-triazacyclooctadecane-9,17-dione. This compound is found by solid state structure analysis to fold to form an intramolecular, doubly-hydrogen bonded complex in which the two N-H protons interact with the two tosyl group oxygens. Details of the structure are reported. Kluwer Academic Publishers, 1992 Cation binding nationallicence crown ether nationallicence crystal structure nationallicence lariat ether nationallicence synthesis nationallicence triaza-18-crown-6 nationallicence Tsesarskaja Mara Department of Chemistry, University of Miami, 33124, Coral Gables, FL, USA aut Cleary Thomas Department of Chemistry, University of Miami, 33124, Coral Gables, FL, USA aut Miller Steven Department of Chemistry, University of Miami, 33124, Coral Gables, FL, USA aut Trafton John Department of Chemistry, University of Miami, 33124, Coral Gables, FL, USA aut Bott Simon Department of Chemistry, University of Alabama, 34587, Tuscaloosa, AL, USA aut Atwood Jerry Department of Chemistry, University of Alabama, 34587, Tuscaloosa, AL, USA aut Gokel George Department of Chemistry, University of Miami, 33124, Coral Gables, FL, USA aut Journal of inclusion phenomena and molecular recognition in chemistry Kluwer Academic Publishers 12/1-4(1992-01-01), 187-197 0923-0750 12:1-4<187 1992 12 10847 https://doi.org/10.1007/BF01053861 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF01053861 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Tsesarskaja Mara Department of Chemistry, University of Miami, 33124, Coral Gables, FL, USA aut NATIONALLICENCE 700 1- Cleary Thomas Department of Chemistry, University of Miami, 33124, Coral Gables, FL, USA aut NATIONALLICENCE 700 1- Miller Steven Department of Chemistry, University of Miami, 33124, Coral Gables, FL, USA aut NATIONALLICENCE 700 1- Trafton John Department of Chemistry, University of Miami, 33124, Coral Gables, FL, USA aut NATIONALLICENCE 700 1- Bott Simon Department of Chemistry, University of Alabama, 34587, Tuscaloosa, AL, USA aut NATIONALLICENCE 700 1- Atwood Jerry Department of Chemistry, University of Alabama, 34587, Tuscaloosa, AL, USA aut NATIONALLICENCE 700 1- Gokel George Department of Chemistry, University of Miami, 33124, Coral Gables, FL, USA aut NATIONALLICENCE 773 0- Journal of inclusion phenomena and molecular recognition in chemistry Kluwer Academic Publishers 12/1-4(1992-01-01), 187-197 0923-0750 12:1-4<187 1992 12 10847 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer