TY  - JOUR
A1  - Full, Julian
A1  - Panchal, Santosh P.
A1  - Götz, Julian
A1  - Krause, Ana‐Maria
A1  - Nowak‐Król, Agnieszka
T1  - Modular Synthesis of Organoboron Helically Chiral Compounds: Cutouts from Extended Helices
T2  - Angewandte Chemie International Edition
N2  - Two types of helically chiral compounds bearing one and two boron atoms were synthesized by a modular approach. Formation of the helical scaffolds was executed by the introduction of boron to flexible biaryl and triaryl derived from small achiral building blocks. All‐ortho‐fused azabora[7]helicenes feature exceptional configurational stability, blue or green fluorescence with quantum yields (Φ\(_{fl}\)) of 18–24 % in solution, green or yellow solid‐state emission (Φ\(_{fl}\) up to 23 %), and strong chiroptical response with large dissymmetry factors of up to 1.12×10\(^{-2}\). Azabora[9]helicenes consisting of angularly and linearly fused rings are blue emitters exhibiting Φ\(_{fl}\) of up to 47 % in CH\(_{2}\)Cl\(_{2}\) and 25 % in the solid state. As revealed by the DFT calculations, their P–M interconversion pathway is more complex than that of H1. Single‐crystal X‐ray analysis shows clear differences in the packing arrangement of methyl and phenyl derivatives. These molecules are proposed as primary structures of extended helices.
KW  - chirality
KW  - circular dichroism
KW  - fluorescence
KW  - helicene
KW  - organoboron
Y1  - 2021
UR  - https://opus.bibliothek.uni-wuerzburg.de/frontdoor/index/index/docId/22577
UR  - https://nbn-resolving.org/urn:nbn:de:bvb:20-opus-225775
VL  - 60
IS  - 8
SP  - 4350
EP  - 4357
ER  -