# Platinum-Catalyzed Regio- and Stereoselective Diboration of Allenes by 1,8-Diaminonaphthalene-Protected Diboronic Acid (B2(dan)2)

**Authors:** Yuki Ito, Tairin Kawasaki, Yusuke Yoshigoe, Shinichi Saito

PMC · DOI: 10.1021/acs.joc.5c02170 · 2025-11-08

## TL;DR

A new platinum-catalyzed method for selectively adding boron atoms to allenes is developed, allowing for versatile chemical transformations.

## Contribution

A regio- and stereoselective diboration method using Pt and B2(dan)2 is introduced for allene substrates.

## Key findings

- The reaction works for various allenes, including 1-aryl and 1,1-disubstituted types.
- The diboration products allow chemoselective transformations due to differing reactivities of the boryl groups.

## Abstract

We report a regio-
and stereoselective diboration of
the terminal
CC bond of allenes by B2(dan)2 (dan
= naphthalene-1,8-diaminato) in the presence of a Pt catalyst. This
reaction is applicable to a broad range of substrates, including 1-arylallenes
and 1,1-disubstituted allenes. The two boryl groups in the product
exhibit distinct reactivities, enabling chemoselective transformations.

## Linked entities

- **Chemicals:** Pt (PubChem CID 23939)

## Full-text entities

- **Chemicals:** 1,8-Diaminonaphthalene (MESH:C508862), Platinum (MESH:D010984), 1,1-disubstituted allenes (-), dan (MESH:D003613), Allenes (MESH:C025947)

## Figures

7 figures with captions in the complete paper: https://tomesphere.com/paper/PMC12645474/full.md

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Source: https://tomesphere.com/paper/PMC12645474