• 10.1021/ma970920a
  • Macromolecules
  • Volume 30
  • December 1997
  • pp 7686-7691

Robust synthesis of difuctional fluorene derivatives

Details


Synthesized compounds 1, 2 and 8. These reactions were successfully reproduced at large scales (up to 10 times). 

  1. Synthesis of compound 1: Maintaining the reaction temperature at -78 oC is critical for achiving disubstitution. The crude materials were purifed by crystallization in hexanes at -35 oC instead of using column chromatography for large scale reaction.
  2. Synthesis of compound 2: The crude materials were purified by crystallization in ethanol for large scale reaction.
  3. Synthesis of compound 8: Ether as a solvent worked better than THF in this reaction. Increasing n-BuLi  from 2.1 eq to 2.2-2.3 eq and 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane from 2.3 eq to 2.4-2.5 eq resulted in better reaction yields. Longer time (1-3 hs) at 0 oC for the lithiation reaction  was needed for large scale reaction. The crude materials were purfied by crystallization in ethanol.

The recation yields (determined by H NMR spectra of the crude materials) are higher than 90-95%. 



Comments

Clear & Easily understandable review

Arnab Bhattacharya
(13)
PhD, Inorganic & Computational Chemistry, Tripura University, 4yrs

The review is written in a clear manner. The reviewer has mentioned that the reactions are reproducible up to 10 times. This will be a significant factor if the process has to be tried.

The only point I would like to make is that, the review should include a very brief summary of the paper. More than an abstract - So that the reader don't have to look for the actual paper straightaway and can only go for that once they find the particular process interesting and relevant to their field.

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