Exchange of boryl moieties between alkenylboranes and diboron reagents has been postulated as a stereospecific cross-metathesis pathway with concomitant formation of mixed diboron reagents. DFT calculations propose a mechanism for the stereocontrolled C(sp)-B/B'-B' cross-metathesis with both symmetric and non-symmetric diboron reagents.
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http://dx.doi.org/10.1039/d1cc05815k | DOI Listing |
Chem Sci
December 2024
Department of Chemistry and Chemical Biology, Stevens Institute of Technology Hoboken NJ 07307 USA
Allylic diboronates are highly valuable reagents in organic synthesis. Existing methods predominantly yield alkyl-substituted allylic diboronates, while the incorporation of electrophilic carbonyl groups conjugated to these allylic systems remains unknown. We present a strain-release promoted cycloaddition-based strategy that enabled access to unprecedented carbonyl conjugated secondary allylic diborons.
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December 2024
Department of Chemistry, University of Bath, Blaverton Down, Bath BA2 7AY, United Kingdom.
Fully automated insulin delivery (i.e., an artificial pancreas) would revolutionize diabetes disease management, minimize negative secondary disease outcomes, and simultaneously reduce health care costs and system burdens.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
October 2024
Department of Inorganic and Physical Chemistry, Indian Institute of Science, Bengaluru, 560012, India.
The diborylation of the N=N double bond of azoarenes has been achieved using a commercially available diboron reagent, Bcat [bis(catecholato)diboron]. By utilizing the photo-switchable nature of azoarenes under blue-LED light irradiation, an uncatalyzed diborylation and silaboration yielded a broad range of functionalized hydrazine derivatives. The mechanistic origin validates the importance of cis configuration, which is corroborated by theoretical calculations.
View Article and Find Full Text PDFMolecules
September 2024
School of Pharmacy, Hubei University of Science and Technology, Xianning 437100, China.
Lonicerae japonicae flos (LJF) and Lonicerae flos (LF) are traditional Chinese herbs that are commonly used and widely known for their medicinal properties and edibility. Although they may have a similar appearance and vary slightly in chemical composition, their effectiveness as medicine and their use in clinical settings vary significantly, making them unsuitable for substitution. In this study, a novel 2 × 3 six-channel fluorescent sensor array is proposed that uses machine learning algorithms in combination with the indicator displacement assay (IDA) method to quickly identify LJF and LF.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
November 2024
Institute for Inorganic Chemistry, Julius-Maximilians-Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.
While azides do not react with simple alkenes except under harsh conditions, a diboron alkene analogue, the doubly cyclic alkyl(amino)carbene (CAAC)-stabilized dicyanodiborene 1, reacts spontaneously with organic azides (7-10 equiv.) at room temperature to yield two equivalents of stable CAAC-imino(cyano)boranes (2-R). NMR-spectroscopic monitoring of the reaction mixtures shows the initial formation of a 1 : 1 mixture of 2-R and a relatively long-lived intermediate (Int), which in the presence of excess azide is converted into a second equivalent of 2-R.
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