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Isolating Free Carbenes, their Mixed Dimers and Organic Radicals
Published on: April 19, 2019
B-Cyanodicarba-closo-dodecaboranes: Facile Synthesis and Spectroscopic Features
Lukas M Wingen1, Matthias S Scholz1
1Pharmaceutical Institute, University of Bonn , An der Immenburg 4, D-53121 Bonn, Germany.
Abstract:
B-Cyanodicarba-closo-dodecaboranes are a poorly explored class of compounds due to their complex synthetic availability. Now, we report a fast, atom-efficient, and high-yielding synthesis. We obtained the cyano derivatives by reacting B-iododicarba-closo-dodecaboranes with copper(I) cyanide under both palladium catalysis and microwave irradiation. We successfully applied this method to 9-iodo-o-, 9-iodo-m-, and 2-iodo-p-dicarba-closo-dodecaborane, obtaining the corresponding cyanides up to 89% isolated yield. The facile synthesis and evaluation of their spectroscopic properties reported herein will pave the way to exploring the chemistry and application of B-cyanodicarba-closo-dodecaborane clusters in more detail.
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Structure of Conjugated Dienes
Conjugated dienes are compounds characterized by the presence of alternating double and single bonds. In a conjugated system like 1,3-butadiene, the unhybridized 2p orbital on each carbon overlaps continuously, allowing the π electrons to be delocalized across the entire molecule. In contrast, this type of overlap does not occur in cumulated and isolated dienes, such as 2,3-pentadiene and 1,4-pentadiene, respectively. Instead, the π electrons remain localized between the double...

