Controlling helicene's pitch by molecular tethering

Abhijeet R. Agrawal; Israa Shiouki; Yinon Deree; Benny Bogoslavsky; Ori Gidron

doi:10.1039/d3ob02075d

Controlling helicene's pitch by molecular tethering

Abhijeet R. Agrawal, Israa Shiouki, Yinon Deree, Benny Bogoslavsky, Ori Gidron

Institute of Chemistry

The Hebrew University of Jerusalem

Research output: Contribution to journal › Article › peer-review

Abstract

We applied post-cyclization annulation to introduce a series of tethered S-shaped double [4]helicenes in which the intramolecular tether imposes a specific helical handedness. Introducing a tether and then shortening the tether length incrementally increase the pitch angle of [4]helicene, thus enabling a quantitative study of the effects of helicene's pitch on its electronic and (chiro)optical properties.

Original language	English
Pages (from-to)	1365-1368
Number of pages	4
Journal	Organic and Biomolecular Chemistry
Volume	22
Issue number	7
DOIs	https://doi.org/10.1039/d3ob02075d
State	Published - 16 Jan 2024

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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AU - Agrawal, Abhijeet R.

AU - Shiouki, Israa

AU - Deree, Yinon

AU - Bogoslavsky, Benny

AU - Gidron, Ori

PY - 2024/1/16

Y1 - 2024/1/16

N2 - We applied post-cyclization annulation to introduce a series of tethered S-shaped double [4]helicenes in which the intramolecular tether imposes a specific helical handedness. Introducing a tether and then shortening the tether length incrementally increase the pitch angle of [4]helicene, thus enabling a quantitative study of the effects of helicene's pitch on its electronic and (chiro)optical properties.

AB - We applied post-cyclization annulation to introduce a series of tethered S-shaped double [4]helicenes in which the intramolecular tether imposes a specific helical handedness. Introducing a tether and then shortening the tether length incrementally increase the pitch angle of [4]helicene, thus enabling a quantitative study of the effects of helicene's pitch on its electronic and (chiro)optical properties.

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DO - 10.1039/d3ob02075d

M3 - مقالة

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EP - 1368

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

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ER -

Controlling helicene's pitch by molecular tethering

Abstract

All Science Journal Classification (ASJC) codes

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