Synthesis and
Host–Guest Chemistry of Chiral
Spirobifluorene-Based Macrocycles Soluble in Basic Aqueous Solution

Nakagawa, Kotoko; Akimoto, Kanaru; Nakayasu, Bunta; Nagashima, Saki; Tobisu, Mamoru; Schramm, Michael P.; Aoyagi, Shinobu; Amaya, Toru

doi:10.1021/acs.orglett.3c02074.s001

Synthesis and Host–Guest Chemistry of Chiral Spirobifluorene-Based Macrocycles Soluble in Basic Aqueous Solution

journal contribution

posted on 2023-08-04, 14:07 authored by Kotoko Nakagawa, Kanaru Akimoto, Bunta Nakayasu, Saki Nagashima, Mamoru Tobisu, Michael P. Schramm, Shinobu Aoyagi, Toru Amaya

Synthesis and host–guest chemistry of water-soluble (pH 12.5) chiral spirobifluorene-based macrocycles 2-[n] were carried out. Cationic guests, such as quaternary ammonium salts, were accommodated well in the hosts. Cp₂Co⁺ was especially strongly bound in 2-[4] (K_a of up to 3.0 × 10⁵ M^–1). Enantioselective recognition with (l)-carnitine was also achieved.