A Redox Switch Based on Dihydro[5]helicene: Drastic Chiroptical Response Induced by Reversible C-C Bond Making/Breaking upon Electron Transfer

Jun-Ichi Nishida; Takanori Suzuki; Masakazu Ohkita; Takashi Tsuji

doi:10.1002/1521-3773(20010903)40:17<3251::AID-ANIE3251>3.0.CO;2-P

A Redox Switch Based on Dihydro[5]helicene: Drastic Chiroptical Response Induced by Reversible C-C Bond Making/Breaking upon Electron Transfer

Angew Chem Int Ed Engl. 2001 Sep 3;40(17):3251-3254. doi: 10.1002/1521-3773(20010903)40:17<3251::AID-ANIE3251>3.0.CO;2-P.

Authors

Jun-Ichi Nishida¹, Takanori Suzuki¹, Masakazu Ohkita¹, Takashi Tsuji¹

Affiliation

¹ Division of Chemistry Graduate School of Science Hokkaido University, Sapporo 060-0810 (Japan) Fax: (+81) 11-746-2557.

PMID: 29712058
DOI: 10.1002/1521-3773(20010903)40:17<3251::AID-ANIE3251>3.0.CO;2-P

Abstract

Helicity and axial chirality are reversibly interconverted in the novel redox pair 1 and 2²⁺ ; the compounds exhibit drastic UV/Vis and circular dichroism spectral changes as well as dynamic structural changes upon electron transfer, thus furnishing an unprecedented multi-output response system with high bistability. X=S or O.

Keywords: chirality; circular dichroism; electrochemistry; helical structures; redox chemistry.