Synthesis of substituted trinaphthylenes

A short synthesis of six trinaphthylenes is reported. The cyclotrinaphthylenes carry six alkoxy groups, and derivatives featuring OHex, OBu, OiPr, OPr, OEt, and OMe substituents can be obtained by an ordinary Ni(COD)2-promoted, Yamamoto-type coupling reaction. Cyclotrimerization yields range from 38...

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Bibliographic Details
Main Authors: Rüdiger, Elias (Author) , Rominger, Frank (Author) , Steuer, Lena (Author) , Bunz, Uwe H. F. (Author)
Format: Article (Journal)
Language:English
Published: 2016
In: The journal of organic chemistry
Year: 2016, Volume: 81, Issue: 1, Pages: 193-196
ISSN:1520-6904
DOI:10.1021/acs.joc.5b02481
Online Access:Resolving-System, lizenzpflichtig, Volltext: https://doi.org/10.1021/acs.joc.5b02481
Verlag, lizenzpflichtig, Volltext: https://pubs.acs.org/doi/10.1021/acs.joc.5b02481
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Author Notes:Elias C. Rüdiger, Frank Rominger, Lena Steuer, and Uwe H.F. Bunz
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Summary:A short synthesis of six trinaphthylenes is reported. The cyclotrinaphthylenes carry six alkoxy groups, and derivatives featuring OHex, OBu, OiPr, OPr, OEt, and OMe substituents can be obtained by an ordinary Ni(COD)2-promoted, Yamamoto-type coupling reaction. Cyclotrimerization yields range from 38% to 65%. Dependent upon their structure, the cyclotrinaphthylenes assume different packing patterns, according to single-crystal X-ray structure determination. The crystal structures of such trinaphthylenes were hitherto undescribed.
Item Description:Published: December 8, 2015
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Physical Description:Online Resource
ISSN:1520-6904
DOI:10.1021/acs.joc.5b02481