# Iodine Rearrangements of Tetraallylsilane and Synthesis of Silicon-Stereogenic Organosilanes

**Authors:** Elliott D. Tan, Kerry E. Wier, Gregory W. O’Neil

PMC · DOI: 10.3390/ijms25189996 · International Journal of Molecular Sciences · 2024-09-17

## TL;DR

This paper explores how iodine rearranges tetraallylsilane to create silicon-stereogenic organosilanes.

## Contribution

The study introduces a new method for synthesizing silicon-stereogenic organosilanes using iodine.

## Key findings

- Using 1 equivalent of I2 leads to high yields of mono-rearranged products.
- Excess I2 (3 equivalents) causes double rearrangement of tetraallylsilane.
- The process can synthesize valuable silicon-stereogenic organosilanes.

## Abstract

Tetraallylsilane can undergo either a mono or double rearrangement when treated with iodine (I2). The extent of rearrangement depends on the equivalents of I2 used, where 1 equivalent gives high yields of mono-rearranged products and excess (e.g., 3 equivalents) causes double rearrangement to occur. This transformation can be applied to the synthesis of potentially valuable silicon-stereogenic organosilanes.

## Linked entities

- **Chemicals:** I2 (PubChem CID 807)

## Full-text entities

- **Chemicals:** Silicon-Stereogenic Organosilanes (-), I2 (MESH:D007455)

## Full text

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## Figures

5 figures with captions in the complete paper: https://tomesphere.com/paper/PMC11432033/full.md

## References

26 references — full list in the complete paper: https://tomesphere.com/paper/PMC11432033/full.md

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Source: https://tomesphere.com/paper/PMC11432033