om8b00598_si_002.xyz (50.78 kB)
Accessing Two-Stage Regioselective Photoisomerization in Unsymmetrical N,C-Chelate Organoboron Compounds: Reactivity of B(ppz)(Mes)Ar
dataset
posted on 2018-09-20, 19:13 authored by Cally Li, Soren K. Mellerup, Xiang Wang, Suning WangA new family of unsymmetrical,
N,C-chelate organoboron compounds
B(ppz)(Mes)Ar have been synthesized and found to undergo
a rare, regioselective two-stage photoisomerization, involving the
Ar group only. The initial transformation is a Zimmerman rearrangement
to afford yellow azaboratabisnorcaradiene isomers that are subsequently
converted to unprecedented 14aH-diazaborepins via
a photochemical “walk” rearrangement. Spectroscopic
and computational studies provide insight into the formation and properties
of these unique systems.