Introducing an orthogonally polarized electron-rich alkene: synthesis of a zwitterionic boron-containing π-conjugated system

The synthesis of an alkene is reported which is concurrently twisted (twist angle = 86.6(8)degrees), push-pull (dipole moment = 7.48 D), and electron-rich (E1/2 = -1.45 V and -0.52 V vs. Fc/Fc+) in nature, comprising a unique trinity combination for the alkene class of compounds. Subsequently, this newly synthesized alkene-motif was used as a donor for the synthesis of a zwitterionic boron-containing pi-conjugated compound (dipole moment = 12.17 D) through an intramolecular charge transfer process exploiting the pi-conjugated donor-acceptor system. Here we are introducing an orthogonally polarized electron-rich alkene. Subsequently, we utilized this unique alkene motif for the synthesis of zwitterionic boron-containing pi-conjugated compound.

Automated summary

The synthesis of a twisted, push-pull, and electron-rich alkene is reported, providing a unique combination for alkene compounds. This newly synthesized alkene motif was used as a donor for the synthesis of a boron-containing pi-conjugated compound with zwitterionic properties through intramolecular charge transfer.