Diagnosing Ring Current(s) in Figure-Eight Skeletons: A 3D Through-Space Conjugation in the Two-Loops Crossing | Zendy

Katarzyna Wypych | Zendy; Maria Dimitrova | Zendy; Dage Sundholm | Zendy; Miłosz Pawlicki | Zendy

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Diagnosing Ring Current(s) in Figure-Eight Skeletons: A 3D Through-Space Conjugation in the Two-Loops Crossing

Author(s) -

Katarzyna Wypych,

Maria Dimitrova,

Dage Sundholm,

Miłosz Pawlicki

Publication year - 2022

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.2c01625

Subject(s) - ring (chemistry) , chemistry , space (punctuation) , current (fluid) , stereochemistry , crystallography , physics , computer science , organic chemistry , thermodynamics , operating system

The macrocyclic structures with local conjugation readily undergo a redox-triggered change in the diatropic character, leading to a global current-density pathway of the doubly charged systems. The figure-eight geometry of the neutral dimer does not significantly change upon oxidation according to the spectroscopic and computational data. The oxidation leads to 3D cross-conjugation at the intersection of the two ethylene bridges resulting in a global ring current.

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