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Magnesium catalyzed hydroamination of carbodiimides and hydroboration of cyanamides.

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Title: Magnesium catalyzed hydroamination of carbodiimides and hydroboration of cyanamides.
Authors: Das, Anubhab1 (AUTHOR), Mukhopadhyay, Sayantan1 (AUTHOR), Rajput, Sagrika1 (AUTHOR), Nembenna, Sharanappa1 (AUTHOR) snembenna@niser.ac.in
Source: Dalton Transactions: An International Journal of Inorganic Chemistry. 12/21/2025, Vol. 54 Issue 47, p17553-17563. 11p.
Subjects: Hydroamination, Magnesium hydride, Hydroboration, Carbodiimides, Nitrogen compounds, Catalysts, Catalytic activity
Abstract: A β-diketiminate magnesium hydride complex, Mg-1 [{LMgH}2; L = DepNacnac = (DepNCMe)2CH; Dep = 2,6-Et2-C6H3], catalyzes the hydroamination of carbodiimides with primary aryl amines and the hydroboration of cyanamides with HBpin. The reactions proceed efficiently under mild conditions, affording a range of guanidines, N-borylformamidines, and N,N-bis-boryldiamines in high yields. Detailed stoichiometric experiments and the successful isolation of active catalysts/key intermediates, i.e., magnesium anilide [{LMg-NH-C6H4-4-Me}2] (Mg-2), magnesium amidinate [{LMg–NCH–N(Et2)}2] (Mg-3), and magnesium guanidinate [LMg(NiPr)(N-p-tolyl)C-NH-iPr] (Int-A2) complexes, provided insights into the reaction mechanisms, enabling the elucidation of plausible catalytic cycles. These results highlight the potential of Earth-abundant magnesium-based catalysts for synthesizing valuable nitrogen-containing compounds. [ABSTRACT FROM AUTHOR]
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Database: Engineering Source
Description
Abstract:A β-diketiminate magnesium hydride complex, Mg-1 [{LMgH}2; L = DepNacnac = (DepNCMe)2CH; Dep = 2,6-Et2-C6H3], catalyzes the hydroamination of carbodiimides with primary aryl amines and the hydroboration of cyanamides with HBpin. The reactions proceed efficiently under mild conditions, affording a range of guanidines, N-borylformamidines, and N,N-bis-boryldiamines in high yields. Detailed stoichiometric experiments and the successful isolation of active catalysts/key intermediates, i.e., magnesium anilide [{LMg-NH-C6H4-4-Me}2] (Mg-2), magnesium amidinate [{LMg–NCH–N(Et2)}2] (Mg-3), and magnesium guanidinate [LMg(NiPr)(N-p-tolyl)C-NH-iPr] (Int-A2) complexes, provided insights into the reaction mechanisms, enabling the elucidation of plausible catalytic cycles. These results highlight the potential of Earth-abundant magnesium-based catalysts for synthesizing valuable nitrogen-containing compounds. [ABSTRACT FROM AUTHOR]
ISSN:14779226
DOI:10.1039/d5dt02335a