The Electrical Properties of Biphenylenes

The effect of the partial antiaromaticity of biphenylene on its substitution chemistry, its oxidation potential, and its single-molecule conductance is explored. Biphenylene and fluorene molecules with linkers of two amino groups or two cyclic thioether groups were synthesized and their conduction p...

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Bibliographic Details
Published in:	Organic letters Vol. 12; no. 18; pp. 4114 - 4117
Main Authors:	Schneebeli, Severin, Kamenetska, Maria, Foss, Frank, Vazquez, Hector, Skouta, Rachid, Hybertsen, Mark, Venkataraman, Latha, Breslow, Ronald
Format:	Journal Article
Language:	English
Published:	United States American Chemical Society 17-09-2010
Subjects:	antiaramaticity CHEMISTRY ELECTRICAL PROPERTIES FLUORENE functional nanomaterials INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY ORGANIC SULFUR COMPOUNDS OXIDATION SCANNING TUNNELING MICROSCOPY single molecule conductance
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Summary:	The effect of the partial antiaromaticity of biphenylene on its substitution chemistry, its oxidation potential, and its single-molecule conductance is explored. Biphenylene and fluorene molecules with linkers of two amino groups or two cyclic thioether groups were synthesized and their conduction properties were investigated using scanning tunneling microscopy (STM) break-junction techniques and DFT calculations. Despite the partial antiaromaticity of biphenylene, which causes the biphenylenes to be much more easily oxidizable, no significant increase in molecular conductance was found.
Bibliography:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 BNL-93856-2010-JA DE-AC02-98CH10886 Doe - Office Of Science
ISSN:	1523-7060 1523-7052
DOI:	10.1021/ol1017036