101210-59-7Relevant articles and documents
MACROHETEROCYCES. XXXVI. A CONVENIENT METHOD FOR SYNTHESIS OF DI- AND POLYAZACROWN ETHERS
Luk'yanenko, N.G.,Basok, S.S.,Filonova, L.K.
, p. 1562 - 1571 (2007/10/02)
A method is proposed for the production of di- and polyazacrown ethers by the condensation of bissulfonamides with dibromides or ditosyloxy derivatives in a two-phase aqueous alkali-toluene (benzene) system.The optimum concentration range for the substrate and the alkylating agent is 0.017-0.1 M.The catalytic activity of the quaternary ammonium salts decreases in the order (Bu)4NI > (Bu4)NBr > (Bu4)NCl > (Bu4)NHSO4 > (C2H5)3C6H5CH2NCl >> (Et)4NI > (Et)4NBr.The highest yields of te 12-membered azacrown ethers are obtained in the presence of lithium hyroxide, and the largest yields of the crown ethers with larger ring sizes are obtained in the presence of sodium or potassium hydroxide, and this is probably due to the matrix effects of the cation.
FORMATION OF COMPLEXES BETWEEN AZA DERIVATIVES OF CROWN ETHERS AND PRIMARY ALKYLAMMONIUM SALTS. PART 8. 12-CROWN-4, 15-CROWN5, 21-CROWN-7, AND 24-CROWN-8 DERIVATIVES
Johnson, Martin R.,Jones, Nigel F.,Sutherland, Ian O.
, p. 1637 - 1644 (2007/10/02)
The monoaza-crown ethers (3), (4), and (5) and the diaza-crown ethers (6), (7), (10), and (11) form complexes with primary alkylammonium thiocyanates in organic solvents.The diaza-15-crown-5 system (11) forms well defined 1:1 complexes with the cis-, cis-stereochemistry shown in (16) but the diaza-24-crown-8-derivative (7) forms a 2:1 complex (G:H ratio) with benzylammonium thiocyanate having the cis,cis,trans,trans-stereochemistry (17a).The diaza-24-crown-6 derivative (10) forms weak 1:1 complexes which apparently adopt the double nesting conformation (18).