Chiral Heptagon‐Embedded Double [6]Helicenes via Scholl Reaction

D Dan Wang P Philipp Penert (Organisch‐Chemisches Institut Ruprecht‐Karls‐Universität Heidelberg Heidelberg Germany) L Lars Schneider (Physikalisch‐Chemisches Institut Ruprecht‐Karls‐Universität Heidelberg Heidelberg Germany) M Moritz P. Schuldt (Organisch‐Chemisches Institut Ruprecht‐Karls‐Universität Heidelberg Heidelberg Germany) F Frank Rominger (Institute of Organic Chemistry) F Felix Deschler (Physikalisch-Chemisches Institut, Universität Heidelberg, Im Neuenheimer Feld 229, 69120 Heidelberg, Germany) M Michael Mastalerz (Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 272, Heidelberg 69120, Germany)

Abstract

ABSTRACT A series of heptagon‐embedded multiple helicenes was synthesized in which the heptagon subunit was fused to the π‐framework through Knoevenagel condensation reactions. By controlling the conditions of the cyclodehydrogenation (Scholl) reactions, different fused chiral and twisted PAHs were accessible. The optical and electronic properties of all products were investigated by UV–vis, fluorescence spectroscopy, and cyclic voltammetry. One member of the series displays an unusual anti‐Kasha‐like fluorescence emission. In addition, all the enantiopure [6]helicenes were separated by chiral HPLC and characterized by circular dichroism spectroscopy.

Article Details

Volume / Issue Vol. 65, Issue 16
Published April 13, 2026
ISSN 1433-7851
Publisher Wiley

Journal Info

Angewandte Chemie International Edition

Wiley

ISSN: 1433-7851 Physical Sciences

Authors (7)

D

Dan Wang

P

Philipp Penert

Organisch‐Chemisches Institut Ruprecht‐Karls‐Universität Heidelberg Heidelberg Germany

L

Lars Schneider

Physikalisch‐Chemisches Institut Ruprecht‐Karls‐Universität Heidelberg Heidelberg Germany

M

Moritz P. Schuldt

Organisch‐Chemisches Institut Ruprecht‐Karls‐Universität Heidelberg Heidelberg Germany

F

Frank Rominger

Institute of Organic Chemistry

F

Felix Deschler

Physikalisch-Chemisches Institut, Universität Heidelberg, Im Neuenheimer Feld 229, 69120 Heidelberg, Germany

M

Michael Mastalerz

Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 272, Heidelberg 69120, Germany