Next Article in Journal
Naturally Occurring Cinnamic Acid Sugar Ester Derivatives
Previous Article in Journal
Exogenous Methyl Jasmonate and Salicylic Acid Induce Subspecies-Specific Patterns of Glucosinolate Accumulation and Gene Expression in Brassica oleracea L.
Article Menu
Issue 10 (October) cover image

Export Article

Open AccessCommunication
Molecules 2016, 21(10), 1408; doi:10.3390/molecules21101408

Original Synthesis of Fluorenyl Alcohol Derivatives by Reductive Dehalogenation Initiated by TDAE

Aix-Marseille Université, CNRS, Institut de Chimie Radicalaire ICR, UMR 7273, Laboratoire de Pharmaco-Chimie Radicalaire, Marseille 13385, France
Author to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 19 September 2016 / Revised: 18 October 2016 / Accepted: 19 October 2016 / Published: 24 October 2016
(This article belongs to the Section Organic Synthesis)
View Full-Text   |   Download PDF [1026 KB, uploaded 24 October 2016]   |  


We report here a novel and easy-to-handle reductive dehalogenation of 9-bromofluorene in the presence of arylaldehydes and dicarbonyl derivatives to give the corresponding fluorenyl alcohol derivatives and Darzens epoxides as by-products in tetrakis(dimethylamino)ethylene (TDAE) reaction conditions. The reaction is believed to proceed via two successive single electron transfers to generate the fluorenyl anion which was able to react with different electrophiles. A mechanistic study was conducted to understand the formation of the epoxide derivatives. View Full-Text
Keywords: tetrakis(dimethylamino)ethylene; reductive dehalogenation; single electron transfer tetrakis(dimethylamino)ethylene; reductive dehalogenation; single electron transfer

This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Giuglio-Tonolo, A.G.; Terme, T.; Vanelle, P. Original Synthesis of Fluorenyl Alcohol Derivatives by Reductive Dehalogenation Initiated by TDAE. Molecules 2016, 21, 1408.

Show more citation formats Show less citations formats

Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Related Articles

Article Metrics

Article Access Statistics



[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top