Related Experiment Video
Updated: Sep 19, 2025
![[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F59739.jpg&w=3840&q=50)
[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
Published on: May 21, 2019
Ethyl Pinacol Boronates as Advantageous Precursors for Copper-Mediated Radiofluorination
Nikolaos Hadjipaschalis1, Sebastiano Ortalli1, Zijun Chen1
1Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford OX1 3TA, United Kingdom.
Abstract:
(Hetero)aryl pinacol boronic esters are routinely used for 18F-labeling and have accelerated numerous diagnostic and drug discovery programs. An analysis of the current state-of-play, however, highlights a pending challenge. Reports have indicated that some pinacol boronic esters are unstable and difficult to purify, hindering broader adoption in the clinic. Herein, we demonstrate that more stable boronic esters derived from 3,4-diethylhexane-3,4-diol (Epin) are highly suitable for copper-mediated radiolabeling. Impact is illustrated with the automated synthesis of [18F]FMZ.
More Related Videos
08:56Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
07:23An Optimized Protocol for the Efficient Radiolabeling of Gold Nanoparticles by Using a 125I-labeled Azide Prosthetic Group
Published on: October 10, 2016
Related Concept Videos
Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
Preparation of Diols and Pinacol Rearrangement
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.