The protonation of H2N(CH2)mNH(CH2)nNH2 (m ≤ n; m = 2, 3; n = 2, 3, 4) was studies using 13C and 1H NMR. In all cases, only the primary amino groups are involved in the first 2 protonation steps. The protonation of the secondary amino group starts only after the protonation of the primary ones is complete. In the case of asym. triamines, in the first step the proton is shared equally by the 2 primary N atoms. Unsym. triamines with m <3 are initially protonated on the primary N atom attached to the longer aliph. chain. However, spermidine, with m = 3 and n = 4, behaves like the sym. triamines.

On the mechanism of protonation of triamines / Delfini, Maurizio; Anna Laura, Segre; Conti, Filippo; Rolando, Barbucci; Vincenzo, Barone; Paolo, Ferruti. - In: JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS II. - ISSN 0300-9580. - STAMPA. - :6(1980), pp. 900-903.

On the mechanism of protonation of triamines

DELFINI, Maurizio;CONTI, Filippo;
1980

Abstract

The protonation of H2N(CH2)mNH(CH2)nNH2 (m ≤ n; m = 2, 3; n = 2, 3, 4) was studies using 13C and 1H NMR. In all cases, only the primary amino groups are involved in the first 2 protonation steps. The protonation of the secondary amino group starts only after the protonation of the primary ones is complete. In the case of asym. triamines, in the first step the proton is shared equally by the 2 primary N atoms. Unsym. triamines with m <3 are initially protonated on the primary N atom attached to the longer aliph. chain. However, spermidine, with m = 3 and n = 4, behaves like the sym. triamines.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/472162
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