Naslov
Stabilization of a K+-(bis-cage-annulated 20-crown-6) complex by bidentate picrate

Autori
Marchand, A.P. ; Hazlewood, A. ; Huang, Z. ; Kumar Vadlakonda, S. ; Rocha, J.-D. ; Power, T.D. ; Mlinarić-Majerski, Kata ; Klaić, Lada ; Kragol, Goran ; Bryan, J.C.

Izvornik
Structural Chemistry (1040-0400) 14 (2003), 3; 279-288

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Oxahexacyclic cage compounds; Crown ethers; Picrate; Interaction; Energy calculations

Sažetak
Bis-cage-annulated 18-crown-6 and 20-crown-6 macrocyclic ethers (i.e., 1 and 2, respectively) have been synthesized, and their alkali metal picrate extraction profiles have been determined. Host system 1 proved to be a significantly more avid alkali metal cation complexant than 2 and somewhat more avid than 18-crown-6. Both 1 and 18-crown-6 display modest selectivity toward K+ and Rb+. A stable host-guest complex was prepared by slow evaporation of a CH2Cl2-hexane solution of an equimolar mixture of 2 and potassium picrate. The X-ray crystal structure of this complex reveals that picrate anion functions as a bidentate ligand therein. The gas-phase interaction energy between the 2 . K-\ complex and picrate anion was calculated to be ca. -64.9 kcal mol(1), thereby indicating that participation of picrate anion as an additional bidentate ligand results in significant stabilization of complex 10.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA