Remarkable stability of tetrabenzo[a,c,g,i]fluorenyl ammonium salts in water: syntheses, reactions, and crystal structuresElectronic supplementary information (ESI) available. CCDC 1431660-1431663. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5dt04137f

Deprotonation of 8b H -tetrabenzo[ a , c , g , i ]fluorene (8b H -Tbf), an extremely large benzannulated cyclopentadienyl derivative, by [NR 3 R′][OH] (R = n Bu, Et; R′ = n Bu, Et, Bn) leads to a series of Tbf ammonium salts of the type [NR 3 R′][Tbf]. These cyclopentadienide analogs were smoothly isolated from a hydrous medium and structurally characterized by single X-ray diffraction. Subsequent reactions demonstrate the high potential of derivatization by converting the presented [Tbf] anions into functionalized Tbf compounds. Deprotonation of 8b H -tetrabenzo[ a , c , g , i ]fluorene (8b H -Tbf), a large benzannulated cyclopentadienyl derivative, by [NR 3 R′][OH] (R = n Bu, Et; R′ = n Bu, Et, Bn) leads to a series of Tbf ammonium salts of the type [NR 3 R′][Tbf].