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The Intramolecular Hydrogen Bond and Intrinsic Proton Affinity of Neutral Organic Molecule: N, N', N''-tris(3-aminopropyl)guanidine and Some Related Systems (CROSBI ID 93876)

Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija

Kovačević, Borislav ; Glasovac, Zoran ; Maksić, Zvonimir B. The Intramolecular Hydrogen Bond and Intrinsic Proton Affinity of Neutral Organic Molecule: N, N', N''-tris(3-aminopropyl)guanidine and Some Related Systems // Journal of physical organic chemistry, 15 (2002), 11; 765-774-x

Podaci o odgovornosti

Kovačević, Borislav ; Glasovac, Zoran ; Maksić, Zvonimir B.

engleski

The Intramolecular Hydrogen Bond and Intrinsic Proton Affinity of Neutral Organic Molecule: N, N', N''-tris(3-aminopropyl)guanidine and Some Related Systems

Multiple aminopropyl substitutions of the initial N, N', N''-trimethylguanidine leads to high intrinsic proton affinities and basicities culminating in APA = 268.4 kcal/mol in N, N', N''-tris(3-aminopropyl)guanidine. The reason behind a high proton affinity is identified as a strong cationic resonance in the central guanidine moiety and the strength of the intramolecular bonding, which is enhanced upon protonation.

basicity; proton affinity; proton sponges; superbases

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Podaci o izdanju

15 (11)

2002.

765-774-x

objavljeno

0894-3230

Povezanost rada

Kemija

Indeksiranost