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Inne
Stereoselective wittig olefination as a macrocyclization tool. Synthesis of large carbazolophanes.
Autorzy
Rok wydania
2015
Czasopismo
Numer woluminu
80
Strony
6300-6312
DOI
10.1021/acs.joc.5b00745
Kolekcja
Język
Angielski
Typ publikacji
Artykuł
Z-Selective Wittig olefination was applied to thesynthesis of large carbazolophanes containing up to eightheteroaromatic subunits. A number of strategies were devisedand tested, showing that cyclooligomerization yields can besignificantly improved by using one-component schemesinvolving heterobifunctional reactants. [4]- and [6]-Carbazolophanes were characterized in the solid state,revealing compact, highly folded structures. Electronic andsteric effects of substitution and chain length on the Wittig olefination rates andZ-selectivities were explored theoretically usingDFT calculations.
Adres publiczny
http://dx.doi.org/10.1021/acs.joc.5b00745