The Facile Synthesis of Exogenous Lewis-Base-Free Amidoalanes: A Structural Comparison

A simple one-pot reaction of LiAlH<sub>4</sub>, AlCl<sub>3</sub>, and a secondary amine HNR<sub>2</sub> [R = Et, <i><sup>i</sup></i>Pr, <i><sup>i</sup></i>Bu, cyclo-C<sub>6</sub>H<sub>11</sub>, (CH<sub>2</sub>)<sub>4</sub>, and (CH<sub>2</sub>)<sub>5</sub>] in hydrocarbon solvents results in the formation of exogenous Lewis-base-free amidoalanes [H<sub>2</sub>Al(NR<sub>2</sub>)]<sub>n</sub> (n = 2 or 3) as crystalline solids (35-85% yield). In the solid state (seven X-ray structures), all the amidoalanes exist as dimers, with the exception of the pyrrolidine-derived alane which exists as a trimer. As solids, these amidoalanes exhibit significant kinetic stability towards oxygen/moisture allowing the brief (ca. 5 min.) handling of [H<sub>2</sub>Al(N<i><sup>i</sup></i>Pr<sub>2</sub>)]<sub>2</sub> in air.

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Publication Details

Journal
Molecules
Published
2025-02-20
DOI
https://doi.org/10.3390/molecules30050986
Primary Topic
Organoboron and organosilicon chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

The Facile Synthesis of Exogenous Lewis-Base-Free Amidoalanes: A Structural Comparison

William Lewis, Simon Woodward, Darren Willcox, Andrej Vinogradov et al.
Molecules
Organoboron and organosilicon chemistry
article

The Facile Synthesis of Exogenous Lewis-Base-Free Amidoalanes: A Structural Comparison

William Lewis, Simon Woodward, Darren Willcox, Andrej Vinogradov, Jake Hemsworth
article en

Abstract

A simple one-pot reaction of LiAlH<sub>4</sub>, AlCl<sub>3</sub>, and a secondary amine HNR<sub>2</sub> [R = Et, <i><sup>i</sup></i>Pr, <i><sup>i</sup></i>Bu, cyclo-C<sub>6</sub>H<sub>11</sub>, (CH<sub>2</sub>)<sub>4</sub>, and (CH<sub>2</sub>)<sub>5</sub>] in hydrocarbon solvents results in the formation of exogenous Lewis-base-free amidoalanes [H<sub>2</sub>Al(NR<sub>2</sub>)]<sub>n</sub> (n = 2 or 3) as crystalline solids (35-85% yield). In the solid state (seven X-ray structures), all the amidoalanes exist as dimers, with the exception of the pyrrolidine-derived alane which exists as a trimer. As solids, these amidoalanes exhibit significant kinetic stability towards oxygen/moisture allowing the brief (ca. 5 min.) handling of [H<sub>2</sub>Al(N<i><sup>i</sup></i>Pr<sub>2</sub>)]<sub>2</sub> in air.

MoleculesVol. 30(5)
University of Nottingham (GB), University of Manchester (GB)
Engineering and Physical Sciences Research Council
Clean water and sanitation
Openalex Percentile: Top 98%
Organoboron and organosilicon chemistry
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