Synthesis and characterization of a series of zinc bis[(alkyl)(trimethylsilyl)amide] compounds
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Updated: Aug 1, 2026

Self-assembling Morphologies Obtained from Helical Polycarbodiimide Copolymers and Their Triazole Derivatives
Published on: February 7, 2017
1School of Chemistry and Biochemistry, School of Materials Science and Engineering, and Molecular Design Institute, Georgia Institute of Technology, Atlanta, Georgia 30332-0400, USA.
Abstract:
A series of 21 secondary (alkyl)(trimethylsilyl)amines HNR(TMS) [R = n-propyl (1), i-propyl (2), n-butyl (3), i-butyl (4), s-butyl (5), tert-butyl (6), c-pentyl (7), n-pentyl (8), i-pentyl (9), l-methylbutyl (10), 2-methylbutyl (11), 1-ethylpropyl (12), 1,2-dimethylpropyl (13), tert-pentyl (14), phenyl (15), c-hexyl (16), n-hexyl (17), N,N-dimethyl-3-aminopropyl (18), benzyl (19), n-heptyl (20), 1,1,3,3-tert-butyl (21); TMS = Si(CH3)3] has been prepared and fully characterized by elemental analyses, multinuclear (1H, 13C, 29Si, 14N) NMR, IR, UV/vis, MS, and boiling point. A new method for determination of boiling points of milligram-size samples, based on DSC (differential scanning calorimetry), is described. Each amine has been converted to the corresponding zinc bis(amide) compound Zn[N(TMS)(R)]2 [R = n-propyl (22), i-propyl (23), n-butyl (24), i-butyl (25), s-butyl (26), tert-butyl (27), c-pentyl (28), n-pentyl (29), i-pentyl (30), 1-methylbutyl (31), 2-methylbutyl (32), 1-ethylpropyl (33), 1,2-dimethylpropyl (34), tert-pentyl (35), phenyl (36), c-hexyl (37), n-hexyl (38), N,N-dimethyl-3-aminopropyl (39), benzyl (40), n-heptyl (41), 1,1,3,3-tert-butyl (42); TMS = Si(CH3)3] and subsequently fully characterized by elemental analyses, multinuclear (1H, 13C, 29Si, 14N) NMR, IR, UV/vis, MS, and TGA. The experimental IR has been compared to the computationally calculated one for compound 27. Observed trends in volatility of the compounds are discussed in the context of the dominant intermolecular forces present in the condensed phase.
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