Bis-4-aza[6]helicene: A Bis-helicenic 2,2′-Bipyridine with Chemically Triggered Chiroptical Switching Activity | Zendy

Helena Isla | Zendy; Nidal Saleh | Zendy; Jiangkun Ouyang | Zendy; Kais Dhbaibi | Zendy; Marion Jean | Zendy; Magdalena Dziurka | Zendy; Ludovic Favereau | Zendy; Nicolas Vanthuyne | Zendy; Loı̈c Toupet | Zendy; Bassem Jamoussi | Zendy; Monika SrebroHooper | Zendy; Jeanne Crassous | Zendy

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Bis-4-aza[6]helicene: A Bis-helicenic 2,2′-Bipyridine with Chemically Triggered Chiroptical Switching Activity

Author(s) -

Helena Isla,

Nidal Saleh,

Jiangkun Ouyang,

Kais Dhbaibi,

Marion Jean,

Magdalena Dziurka,

Ludovic Favereau,

Nicolas Vanthuyne,

Loı̈c Toupet,

Bassem Jamoussi,

Monika SrebroHooper,

Jeanne Crassous

Publication year - 2019

Publication title -

the journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.2

H-Index - 228

eISSN - 1520-6904

pISSN - 0022-3263

DOI - 10.1021/acs.joc.9b00389

Subject(s) - helicene , chemistry , bipyridine , stereochemistry , crystallography , molecule , organic chemistry , crystal structure

A novel enantiopure bis-helicenic 2,2'-bipyridine system was prepared using a Negishi coupling. Thanks to the bipyridine unit, the coordination with Zn II and protonation processes were studied, revealing efficient tuning of photophysical (UV/visible and emission) and chiroptical properties (electronic circular dichroism and circularly polarized emission) of the system. The coordination/decoordination and protonation/deprotonation processes appeared reversible, thus constituting novel chiroptical switches.

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