Repozytorium

Stereoselective wittig olefination as a macrocyclization tool. Synthesis of large carbazolophanes.

Autorzy

Damian Myśliwiec

Tadeusz Lis

Janusz Gregoliński

Marcin Stępień

Rok wydania

2015

Czasopismo

Journal of Organic Chemistry

Numer woluminu

80

Strony

6300-6312

DOI

10.1021/acs.joc.5b00745

Kolekcja

Naukowa

Język

Angielski

Typ publikacji

Artykuł

Streszczenie

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

Strona internetowa wydawcy

https://www.acs.org/content/acs/en.html