Dimesitylboryl- and Amino-substituted Acetylene Having Butatriene-type Resonance Contribution

Boryl- and amino-substituted acetylenes would have a butatriene-type resonance contribution due to the interaction between boron empty orbital and nitrogen lone pair. However, a few examples of boryl- and amino-substituted acetylenes have been synthesized up to date, and structural analysis by X-ray...

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Bibliographic Details
Published inChemistry letters Vol. 44; no. 3; pp. 405 - 407
Main Authors Onuma, Kaoru, Suzuki, Katsunori, Yamashita, Makoto
Format Journal Article
LanguageEnglish
Published TOKYO Chemical Soc Japan 05.03.2015
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
CHEMISTRY
ORGANIC-SYNTHESIS
CRYSTAL-STRUCTURES
YNAMIDES
DERIVATIVES
YNAMINES
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Summary:Boryl- and amino-substituted acetylenes would have a butatriene-type resonance contribution due to the interaction between boron empty orbital and nitrogen lone pair. However, a few examples of boryl- and amino-substituted acetylenes have been synthesized up to date, and structural analysis by X-ray crystallography has remained unknown. Here we report the synthesis and characterization of dimesitylboryl- and diethylamino-substituted acetylene. In addition to the spectroscopic studies, the X-ray crystallography of the acetylene revealed the lengthening of the triple bond and the shortening of C-B and C-N bonds, being consistent with the butatriene-type resonance contribution.
Bibliography:KAKEN
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.141063