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Large‐Scale Synthesis of Helicene‐Like Molecules for the Design of Enantiopure Thin Films with Strong Chiroptical Activity
Author(s) -
BensalahLedoux Amina,
Pitrat Delphine,
Reynaldo Thibault,
SrebroHooper Monika,
Moore Barry,
Autschbach Jochen,
Crassous Jeanne,
Guy Stéphan,
Guy Laure
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201504174
Subject(s) - helicene , enantiopure drug , molecule , scale (ratio) , materials science , nanotechnology , chemistry , chemical engineering , enantioselective synthesis , organic chemistry , engineering , physics , catalysis , quantum mechanics
Helicenes are fascinating molecules owing to their unusual properties and applications in many fields from catalysis to organic electronics. Herein, we report a straightforward pathway for the synthesis of helicene‐like molecules on a gram scale in an enantiopure form. Thin‐film materials with good propagating optical properties and very high chiroptical responses have been grown by using pulsed laser ablation without altering the structure or the enantiopurity of the molecules. Moreover, electronic and vibrational circular dichroism spectroscopies coupled with theoretical calculations enabled some dependences of the chiroptical properties with the structure to be highlighted, for example, effects of rigidification, aromatization, or the state of matter (liquid versus solid).