Kinetics and mechanism of decarboxylation of cis-carbonato- and bicarbonato(3,3′,3”-triaminotripropylamine)cobalt(III) ions was written by Massoud, Salah S.. And the article was included in Transition Metal Chemistry (London) in 1997.Application In Synthesis of 3,3′,3”-Nitrilotripropanenitrile This article mentions the following:
The acid-catalyzed hydrolysis of [Co(trpn)(CO3)]+ and [Co(trpn)(HCO3)]2+ ions (trpn = 3,3′,3”-triaminotripropylamine) have been studied spectrophotometrically in aqueous 1.0 M HClO4/NaClO4. For the carbonato complex, [HClO4] = 0.02-0.25 M and T = 20-35 °C; for the bicarbonato complex, [HClO4] = 0.025-0.30 M and T = 25 °C. Both complexes hydrolyze to form the same cis-diaqua species. The rate law for the hydrolysis is d(ln[CoIII])/dt = k0 + k1[H3O+]. The values of the rate constants (25 °C), ΔH‡ (kJ mol-1) and ΔS‡ (J mol-1 K-1) are:[Co(trpn)(CO3)]+,k0 = (1.7 ± 0.6) × 10-4 s-1, ΔH0‡ = 57 ± 21, ΔS0‡ = -126 ± 75; k1 = (1.0 ± 0.1) × 10-2 M-1 s-1, ΔH1‡ = 62 ± 8, ΔS1‡ = -75 ± 21, and for [Co(trpn)(HCO3)]2+, k0 = (2.9 ± 0.7) × 10-4 s-1, and k1 = (7.8 ± 1.0) × 10-2 M-1 s-1. The carbonato complex exhibits a deuterium isotope effect with k1D/k1H = 1.9, consistent with a rapid pre-equilibrium protonation, followed by rate-controlling ring-opening. The rate constants k0 and k1 (25 °C and μ = 1.0 M) for the ring-opening decarboxylation of the two systems studied lie within the exptl. error. The results are compared with other related systems and the factors which influence the ring-opening decarboxylation (steric hindrance, ring strain, electron donor ability of the amines) are discussed. The k1 path is interpreted in terms of concerted ring-opening and bond-making in the highly unstable aquabicarbonato intermediate. In the experiment, the researchers used many compounds, for example, 3,3′,3”-Nitrilotripropanenitrile (cas: 7528-78-1Application In Synthesis of 3,3′,3”-Nitrilotripropanenitrile).
3,3′,3”-Nitrilotripropanenitrile (cas: 7528-78-1) belongs to nitriles. Trimerization of aromatic nitriles requires harsh reaction conditions, high temperatures, long reaction times, and pressure. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Application In Synthesis of 3,3′,3”-Nitrilotripropanenitrile
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts