Synthesis and Properties of Butterfly-Shaped Expanded Naphthofuran Derivatives

The construction of dinaphtho[2,1-b;2′,3′-d]furan-6-ol was developed via a dehydration reaction involving two molecules of 2,3-dihydroxy­naph­thalene in the presence of a strong acid. Starting from the dinaph­tho­furan, a variety of butterfly shaped derivatives were synthesized. The optical properti...

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Published inJournal of organic chemistry Vol. 79; no. 6; pp. 2625 - 2631
Main Authors Nakanishi, Kentaro, Sasamori, Takahiro, Kuramochi, Kouji, Tokitoh, Norihiro, Kawabata, Takeo, Tsubaki, Kazunori
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 21.03.2014
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ACID
MECHANISM
QUINONES
NAPHTHALENE
SPECTRA
PURE
FIELD-EFFECT TRANSISTORS
MOLECULES
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Summary:The construction of dinaphtho[2,1-b;2′,3′-d]furan-6-ol was developed via a dehydration reaction involving two molecules of 2,3-dihydroxy­naph­thalene in the presence of a strong acid. Starting from the dinaph­tho­furan, a variety of butterfly shaped derivatives were synthesized. The optical properties of these compounds were investigated with special attention to the dihedral angle formed by adjacent dinaph­tho­furan rings and/or the sizes of the fused aromatic rings.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0022-3263
1520-6904
DOI:10.1021/jo500085a