Pyridine•BrF 3, the missing link for clean fluorinations of aromatic derivatives

Youlia Hagooly; Shlomo Rozen

doi:10.1021/ol3000348

Pyridine•BrF ₃, the missing link for clean fluorinations of aromatic derivatives

Youlia Hagooly, Shlomo Rozen^*

^*Corresponding author for this work

School of Chemistry

Tel Aviv University

Research output: Contribution to journal › Article › peer-review

26 Scopus citations

Abstract

This work demonstrates the unique features of the never used before Py•BrF ₃ complex in the field of aromatic organic fluorinations. The main disadvantage of the noncomplexed BrF ₃ is the fact that usually, in addition to the desired fluorination, a parallel electrophilic aromatic bromination takes place as well. Use of the Py•BrF ₃ complex reduces this electrophilic bromination, which is observed with most reagents based on fluorine and bromine [BrF].

Original language	English
Pages (from-to)	1114-1117
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	4
DOIs	https://doi.org/10.1021/ol3000348
State	Published - 17 Feb 2012

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title = "Pyridine•BrF 3, the missing link for clean fluorinations of aromatic derivatives",

abstract = "This work demonstrates the unique features of the never used before Py•BrF 3 complex in the field of aromatic organic fluorinations. The main disadvantage of the noncomplexed BrF 3 is the fact that usually, in addition to the desired fluorination, a parallel electrophilic aromatic bromination takes place as well. Use of the Py•BrF 3 complex reduces this electrophilic bromination, which is observed with most reagents based on fluorine and bromine [BrF].",

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N2 - This work demonstrates the unique features of the never used before Py•BrF 3 complex in the field of aromatic organic fluorinations. The main disadvantage of the noncomplexed BrF 3 is the fact that usually, in addition to the desired fluorination, a parallel electrophilic aromatic bromination takes place as well. Use of the Py•BrF 3 complex reduces this electrophilic bromination, which is observed with most reagents based on fluorine and bromine [BrF].

AB - This work demonstrates the unique features of the never used before Py•BrF 3 complex in the field of aromatic organic fluorinations. The main disadvantage of the noncomplexed BrF 3 is the fact that usually, in addition to the desired fluorination, a parallel electrophilic aromatic bromination takes place as well. Use of the Py•BrF 3 complex reduces this electrophilic bromination, which is observed with most reagents based on fluorine and bromine [BrF].

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Pyridine•BrF ₃, the missing link for clean fluorinations of aromatic derivatives

Abstract

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