Enantioselective synthesis and racemization dynamics of trithia[5]helicenes derived from the dithieno[2,3-b:3′,2′-d]-thiophene unit

Q: What type of study is this?

This is a Experimental Study study.

Wei Fu; Martín Simón; Christopher Golz; Manuel Alcarazo

doi:10.1039/d5sc06132f

January 1, 2025Chemical ScienceOpen Access

Enantioselective synthesis and racemization dynamics of trithia[5]helicenes derived from the dithieno[2,3-b:3′,2′-d]-thiophene unit

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Key Points

High enantioselectivity was achieved in the synthesis of trithia[5]helicenes through Au-catalyzed reactions.
The racemization barrier was experimentally determined to be 35.6 kcal mol −1 at 175 °C.
Two successive alkyne hydroarylation events were used for the assembly of these structures.
The findings suggest important insights into the dynamics of racemization for complex organic molecules.

Implication

This study demonstrates Au-catalyzed hydroarylation producing trithia[5]helicenes, revealing racemization dynamics.

Abstract

Two successive Au-catalyzed alkyne hydroarylation events allow the assembly of trithia[5]helicenes with high enantioselectivity. The racemization barrier of the structures prepared was experimentally determined (Δ G ≠ = 35.6 kcal mol −1 at 175 °C).

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Cite This Study

Fu et al. (2025) studied this question.

synapsesocial.com/papers/68d6d8768b2b6861e4c3ea45 https://doi.org/10.1039/d5sc06132f

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Enantioselective synthesis and racemization dynamics of trithia[5]helicenes derived from the dithieno[2,3-b:3′,2′-d]-thiophene unit

Key Points

Implication

Abstract

Discussion

Cite This Study

Enantioselective synthesis and racemization dynamics of trithia[5]helicenes derived from the dithieno[2,3-b:3′,2′-d]-thiophene unit

Key Points

Implication

Abstract

Discussion

Cite This Study

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