Partial fluorination overcomes herringbone crystal packing in small polycyclic aromatics

Don M. Cho; Sean R. Parkin; Mark D. Watson

doi:10.1021/ol050019c

Partial fluorination overcomes herringbone crystal packing in small polycyclic aromatics

Don M. Cho, Sean R. Parkin, Mark D. Watson

Chemistry

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

72 Scopus citations

Abstract

(Chemical Equation Presented) We report the synthesis and characterization of partially fluorinated condensed tetracyclic aromatic compounds. Typical edge-to-face/herringbone packing of nonfluorinated analogues is replaced here by columnar stacks with disk planes orthogonal to the columnar axes. Enhanced π-overlap results with overlaid electron-poor and -rich regions.

Original language	English
Pages (from-to)	1067-1068
Number of pages	2
Journal	Organic Letters
Volume	7
Issue number	6
DOIs	https://doi.org/10.1021/ol050019c
State	Published - Mar 17 2005

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol050019c

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title = "Partial fluorination overcomes herringbone crystal packing in small polycyclic aromatics",

abstract = "(Chemical Equation Presented) We report the synthesis and characterization of partially fluorinated condensed tetracyclic aromatic compounds. Typical edge-to-face/herringbone packing of nonfluorinated analogues is replaced here by columnar stacks with disk planes orthogonal to the columnar axes. Enhanced π-overlap results with overlaid electron-poor and -rich regions.",

author = "Cho, {Don M.} and Parkin, {Sean R.} and Watson, {Mark D.}",

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AU - Cho, Don M.

AU - Parkin, Sean R.

AU - Watson, Mark D.

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Y1 - 2005/3/17

N2 - (Chemical Equation Presented) We report the synthesis and characterization of partially fluorinated condensed tetracyclic aromatic compounds. Typical edge-to-face/herringbone packing of nonfluorinated analogues is replaced here by columnar stacks with disk planes orthogonal to the columnar axes. Enhanced π-overlap results with overlaid electron-poor and -rich regions.

AB - (Chemical Equation Presented) We report the synthesis and characterization of partially fluorinated condensed tetracyclic aromatic compounds. Typical edge-to-face/herringbone packing of nonfluorinated analogues is replaced here by columnar stacks with disk planes orthogonal to the columnar axes. Enhanced π-overlap results with overlaid electron-poor and -rich regions.

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U2 - 10.1021/ol050019c

DO - 10.1021/ol050019c

M3 - Article

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JO - Organic Letters

JF - Organic Letters

IS - 6

ER -

Partial fluorination overcomes herringbone crystal packing in small polycyclic aromatics

Abstract

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