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

**Authors:** Jake Hemsworth, Andrej Vinogradov, William Lewis, Simon Woodward, Darren Willcox

PMC · DOI: 10.3390/molecules30050986 · Molecules · 2025-02-20

## TL;DR

This paper describes a simple method to synthesize stable amidoalane compounds and compares their structures.

## Contribution

A new one-pot synthesis method for exogenous Lewis-base-free amidoalanes is introduced.

## Key findings

- Amidoalanes are formed as crystalline solids with yields between 35–85%.
- Seven X-ray structures show most amidoalanes exist as dimers, except one trimer.
- These compounds are stable enough to be briefly handled in air.

## Abstract

A simple one-pot reaction of LiAlH4, AlCl3, and a secondary amine HNR2 [R = Et, iPr, iBu, cyclo-C6H11, (CH2)4, and (CH2)5] in hydrocarbon solvents results in the formation of exogenous Lewis-base-free amidoalanes [H2Al(NR2)]n (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 [H2Al(NiPr2)]2 in air.

## Linked entities

- **Chemicals:** LiAlH4 (PubChem CID 28112), AlCl3 (PubChem CID 24012), pyrrolidine (PubChem CID 31268)

## Full-text entities

- **Chemicals:** Lewis-Base (MESH:D058115), AlCl3 (MESH:D000077410), amine (MESH:D000588), pyrrolidine (MESH:C032519), R (MESH:D001120), LiAlH4 (MESH:C042073), (CH2)4 (-), oxygen (MESH:D010100), iBu (MESH:D007052), hydrocarbon (MESH:D006838)

## Full text

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## Figures

7 figures with captions in the complete paper: https://tomesphere.com/paper/PMC11901829/full.md

## References

15 references — full list in the complete paper: https://tomesphere.com/paper/PMC11901829/full.md

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Source: https://tomesphere.com/paper/PMC11901829