ChemInform Abstract: Expedient Synthesis of t‐Butyl Azide.

Bottaro, Jeffrey C.; Penwell, Paul E.; Schmitt, Robert J.

doi:10.1002/chin.199732057

Cited by 5 publications

(7 citation statements)

References 1 publication

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“…Tris(1,3-dialkyltriazenide)aluminum(III) compounds 1 – 6 were prepared in good yields by reacting the (1,3-dialkyltriazenide)lithium(I) intermediate, generated from an alkylazide 33 , 34 and alkyllithium, with AlCl 3 ( Scheme 1 ). All compounds were purified by recrystallization and were fully characterized by nuclear magnetic resonance (NMR) spectroscopy, elemental analysis (EA), sublimation temperature, and melting point.…”

Section: Resultsmentioning

confidence: 99%

“…Tert -butyl-, sec -butyl-, and isopropylazide were synthesized according to previously reported literature procedures. 33 , 34 All NMR spectra were measured with Oxford Varian 300 and AS500 spectrometers at room temperature unless otherwise stated. Solvents’ peaks were used as an internal standard for the 1 H NMR (300 and 500 MHz) and 13 C NMR (75 and 125 MHz) spectra.…”

Section: Methodsmentioning

confidence: 99%

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Synthesis and Thermal Study of Hexacoordinated Aluminum(III) Triazenides for Use in Atomic Layer Deposition

et al. 2021

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Amidinate and guanidinate ligands have been used extensively to produce volatile and thermally stable precursors for atomic layer deposition. The triazenide ligand is relatively unexplored as an alternative ligand system. Herein, we present six new Al(III) complexes bearing three sets of a 1,3-dialkyltriazenide ligand. These complexes volatilize quantitatively in a single step with onset volatilization temperatures of ∼150 °C and 1 Torr vapor pressures of ∼134 °C. Differential scanning calorimetry revealed that these Al(III) complexes exhibited exothermic events that overlapped with the temperatures of their mass loss events in thermogravimetric analysis. Using quantum chemical density functional theory computations, we found a decomposition pathway that transforms the relatively large hexacoordinated Al(III) precursor into a smaller dicoordinated complex. The pathway relies on previously unexplored interligand proton migrations. These new Al(III) triazenides provide a series of alternative precursors with unique thermal properties that could be highly advantageous for vapor deposition processes of Al containing materials.

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Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Synthesis and Thermal Study of Hexacoordinated Aluminum(III) Triazenides for Use in Atomic Layer Deposition

et al. 2021

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“…The preparation of tert -butylazide was undertaken according to the literature procedure. 37 All NMR spectra were measured with Oxford Varian 300 and AS500 spectrometers at room temperature unless otherwise stated. Solvent peaks were used as internal standards for 1 H NMR (300 and 500 MHz) and 13 C NMR (75 and 125 MHz).…”

Section: Methodsmentioning

confidence: 99%

Synthesis, Characterization, and Thermal Study of Divalent Germanium, Tin, and Lead Triazenides as Potential Vapor Deposition Precursors

et al. 2021

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Only a few M–N bonded divalent group 14 precursors are available for vapor deposition, in particular for Ge and Pb. A majority of the reported precursors are dicoordinated with the Sn(II) amidinates, the only tetracoordinated examples. No Ge(II) and Pb(II) amidinates suitable for vapor deposition have been demonstrated. Herein, we present tetracoordinated Ge(II), Sn(II), and Pb(II) complexes bearing two sets of chelating 1,3-di- tert -butyltriazenide ligands. These compounds are thermally stable, sublime quantitatively between 60 and 75 °C (at 0.5 mbar), and show ideal single-step volatilization by thermogravimetric analysis.

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“…Tris(1,3-dialkyltriazenide)aluminum(III) compounds 1-6 were prepared in good yields by reacting the (1,3-dialkyltriazenide)lithium(I) intermediate, generated from an alkylazide 33,34 and alkyllithium, with AlCl3 (Scheme 1). All compounds were purified by recrystallization and were fully characterized by NMR spectroscopy, elemental analysis, sublimation temperature and melting point.…”

Section: Synthesis and Characterization Of Aluminum Complexesmentioning

confidence: 99%

Synthesis and Thermal Study of Hexacoordinated Aluminum(III) Triazenides for Use in Atomic Layer Deposition

Samii¹,

Zanders²,

Buttera³

et al. 2020

Preprint

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<p>Amidinate and guanidinate ligands have been used extensively to produce volatile and thermally stable precursors for atomic layer deposition. The triazenide ligand is relatively unexplored as an alternative ligand system. Herein, we present six new Al(III) complexes bearing three sets of a 1,3-dialkyltriazenide ligand. These complexes volatilize quantitatively in a single step with onset volatilization temperatures of ~150 °C and 1 Torr vapor pressures of ~134 °C. Differential scanning calorimetry revealed these Al(III) complexes exhibited exothermic events that overlapped with the temperatures of their mass loss events in thermogravimetric analysis. Using quantum chemical density functional theory computations, we found a decomposition pathway transforming the relatively large hexacoordinated Al(III) precursor into a smaller dicoordinated complex. The pathway relies on previously unexplored inter-ligand interactions, in which protons migrate between the triazenide ligands. These new Al(III) triazenides provides a series of alternative precursors with unique thermal properties that could be highly advantageous for vapor deposition processes of Al containing materials.</p>

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ChemInform Abstract: Expedient Synthesis of t‐Butyl Azide.

Abstract: 1997azides azides (acyclic compounds) P 0095 -057Expedient Synthesis of t-Butyl Azide.-A simple and economical mole-scale synthesis of t-butyl azide (II) is described, utilizing only t-butyl alcohol, aqueous sulfuric acid and sodium azide.-(BOTTARO, J. C.; PENWELL, P. E.; SCHMITT, R.

Cited by 5 publications

References 1 publication

Synthesis and Thermal Study of Hexacoordinated Aluminum(III) Triazenides for Use in Atomic Layer Deposition

Synthesis and Thermal Study of Hexacoordinated Aluminum(III) Triazenides for Use in Atomic Layer Deposition

Synthesis, Characterization, and Thermal Study of Divalent Germanium, Tin, and Lead Triazenides as Potential Vapor Deposition Precursors

Synthesis and Thermal Study of Hexacoordinated Aluminum(III) Triazenides for Use in Atomic Layer Deposition

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