0435424 - FZÚ 2015 RIV US eng J - Článek v odborném periodiku
Lukášek, J. - Böhm, S. - Dvořáková, H. - Eigner, Václav - Lhoták, P.
Regioselective halogenation of thiacalix[4]arenes in the cone and 1,3-alternate conformations.
Organic Letters. Roč. 16, č. 19 (2014), s. 5100-5103. ISSN 1523-7060. E-ISSN 1523-7052
Grant ostatní: AV ČR(CZ) AP0701
Program: Akademická prémie - Praemium Academiae
Institucionální podpora: RVO:68378271
Klíčová slova: calixarene * halogenation * single crystal X-ray
Kód oboru RIV: CC - Organická chemie
Impakt faktor: 6.364, rok: 2014 ; AIS: 1.407, rok: 2014
DOI: https://doi.org/10.1021/ol5024536

Monohalogenation of thiacalix[4]arene in the cone conformation gave either the meta- or para-substituted isomers depending on the halogen and reaction conditions used. Surprisingly, the same reaction with the 1,3-alternate conformer led only to the meta isomer. This is the first example of such a conformation-dependent regioselectivity in calixarene/thiacalixarene chemistry. As the halogen-substituted calixarenes are useful synthetic intermediates, this provided the unique opportunity to functionalize the basic skeleton at two different positions.
Trvalý link: http://hdl.handle.net/11104/0239275