caa a22 4500 475762207 CHVBK 20180406123554.0 cr unu---uuuuu 170329e20001101xx s 000 0 eng 10.1007/BF02494923 doi (NATIONALLICENCE)springer-10.1007/BF02494923 Template effect in the synthesis of formyl derivatives of benzothiacrown compounds [Elektronische Daten] [O. Fedorova, A. Vedernikov, O. Yescheulova, P. Tsapenko, Yu. Pershina, S. Gromov] The condensation of 3,4-bis(2-haloethoxy)benzaldehydes with acyclic α,ω-alkanedithiols in the presence of alkali metal carbonates in dry ethanol, DMF, MeCN and their mixtures with water gives formyl derivatives of benzothiacrown compounds in high yields. The best results are attained when the radius of the hydrated metal cation fits to the crown ether cavity. In the case of Cs+, high yields were observed for crown ethers of any size and composition; this can be explained by a specific template effect of this cation. The influence of the nature of the leaving group in 3,4-bis(2-haloethoxy)benzaldehydes was established for reactions with dithiols containing no ether oxygen atoms. Kluwer Academic/Plenum Publishers, 2000 3,4-bis(2-haloethoxy)benzaldehydes nationallicence α,ω-alkanedithiols nationallicence alkali metal carbonates nationallicence template effect nationallicence formyl derivatives of benzothiacrown compounds nationallicence Fedorova O. Photochemistry Center of the Russian Academy of Sciences, 7a ul. Novatorov, 117421, Moscow, Russian Federation aut Vedernikov A. Photochemistry Center of the Russian Academy of Sciences, 7a ul. Novatorov, 117421, Moscow, Russian Federation aut Yescheulova O. Photochemistry Center of the Russian Academy of Sciences, 7a ul. Novatorov, 117421, Moscow, Russian Federation aut Tsapenko P. Photochemistry Center of the Russian Academy of Sciences, 7a ul. Novatorov, 117421, Moscow, Russian Federation aut Pershina Yu Photochemistry Center of the Russian Academy of Sciences, 7a ul. Novatorov, 117421, Moscow, Russian Federation aut Gromov S. Photochemistry Center of the Russian Academy of Sciences, 7a ul. Novatorov, 117421, Moscow, Russian Federation aut Russian Chemical Bulletin Kluwer Academic Publishers-Plenum Publishers 49/11(2000-11-01), 1853-1858 1066-5285 49:11<1853 2000 49 11172 https://doi.org/10.1007/BF02494923 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF02494923 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Fedorova O. Photochemistry Center of the Russian Academy of Sciences, 7a ul. Novatorov, 117421, Moscow, Russian Federation aut NATIONALLICENCE 700 1- Vedernikov A. Photochemistry Center of the Russian Academy of Sciences, 7a ul. Novatorov, 117421, Moscow, Russian Federation aut NATIONALLICENCE 700 1- Yescheulova O. Photochemistry Center of the Russian Academy of Sciences, 7a ul. Novatorov, 117421, Moscow, Russian Federation aut NATIONALLICENCE 700 1- Tsapenko P. Photochemistry Center of the Russian Academy of Sciences, 7a ul. Novatorov, 117421, Moscow, Russian Federation aut NATIONALLICENCE 700 1- Pershina Yu Photochemistry Center of the Russian Academy of Sciences, 7a ul. Novatorov, 117421, Moscow, Russian Federation aut NATIONALLICENCE 700 1- Gromov S. Photochemistry Center of the Russian Academy of Sciences, 7a ul. Novatorov, 117421, Moscow, Russian Federation aut NATIONALLICENCE 773 0- Russian Chemical Bulletin Kluwer Academic Publishers-Plenum Publishers 49/11(2000-11-01), 1853-1858 1066-5285 49:11<1853 2000 49 11172 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer