Addition of 2 equiv. of bis(diisopropylamino)cyclopropenylidene (BAC) to [U(NR)(CCPh)] (1, R = SiMe), in EtO, results in formation of [-N(Pr)C(Me)CH(NPr)C{CHC(NPr)}][U(NR)((SiMe)SiMeH)(CCPh)] (2) in moderate isolated yield. Complex 2 is the result of coupling and protonation of two BAC molecules, where complex 1 contributes the required proton. It was characterized by NMR spectroscopy and X-ray crystallography and represents a new mode of reactivity of the cyclopropenylidene fragment.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1039/d3dt02741d | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Dimerization and ring-opening in bis(diisopropylamino)cyclopropenylidene (BAC) mediated by [U(NR)(CCPh)] (R = SiMe).
Dalton Trans
October 2023
Department of Chemistry and Biochemistry, University of California Santa Barbara, Santa Barbara, CA 93106, USA.
Addition of 2 equiv. of bis(diisopropylamino)cyclopropenylidene (BAC) to [U(NR)(CCPh)] (1, R = SiMe), in EtO, results in formation of [-N(Pr)C(Me)CH(NPr)C{CHC(NPr)}][U(NR)((SiMe)SiMeH)(CCPh)] (2) in moderate isolated yield. Complex 2 is the result of coupling and protonation of two BAC molecules, where complex 1 contributes the required proton.
View Article and Find Full Text PDFCyclopropenylidenes as Strong Carbene Anchoring Groups on Au Surfaces.
J Am Chem Soc
November 2020
CNR-IOM Laboratorio Nazionale TASC, Basovizza SS-14, km 163.5, 34149 Trieste, Italy.
The creation of stable molecular monolayers on metallic surfaces is a fundamental challenge of surface chemistry. N-Heterocyclic carbenes (NHCs) were recently shown to form self-assembled monolayers that are significantly more stable than the traditional thiols on Au system. Here we theoretically and experimentally demonstrate that the smallest cyclic carbene, cyclopropenylidene, binds even more strongly than NHCs to Au surfaces without altering the surface structure.
View Article and Find Full Text PDFSelective Aerobic Oxidation of Benzylic Alcohols Catalyzed by a Dicyclopropenylidene-Ag(I) Complex.
J Org Chem
May 2019
Department of Chemistry , Brock University, 1812 Sir Isaac Brock Way , St. Catharines , Ontario , Canada L2S 3A1.
The unprecedented synthesis, single-crystal X-ray structure, and first catalytic application of a dicarbene-Ag(I) complex [Ag(BAC)][COCF] (BAC = bis(diisopropyl)aminocyclopropenylidene) is reported. This novel complex provides a versatile catalytic platform for selective aerobic oxidation of benzylic alcohols to aldehyde or ketone products in high yields. Ease of experimental execution coupled with the use of abundant atmospheric molecular oxygen as an oxidant and low catalyst loading are inherit strengths of these oxidations.
View Article and Find Full Text PDFCyanide Ligand Assembly by Carbon Atom Transfer to an Iron Nitride.
J Am Chem Soc
October 2017
Department of Chemistry, Indiana University, 800 East Kirkwood Avenue, Bloomington, Indiana 47405, United States.
The new iron(IV) nitride complex PhB(PrIm)Fe≡N reacts with 2 equiv of bis(diisopropylamino)cyclopropenylidene (BAC) to provide PhB(PrIm)Fe(CN)(N)(BAC). This unusual example of a four-electron reaction involves carbon atom transfer from BAC to create a cyanide ligand along with the alkyne PrN-C≡C-NPr. The iron complex is in equilibrium with an N-free species.
View Article and Find Full Text PDFA simple access to transition metal cyclopropenylidene complexes.
Chem Commun (Camb)
March 2015
EaStCHEM School of Chemistry, University of St. Andrews, St. Andrews, KY16 9ST, UK.
We report the first example of BAC-Cu complex (BAC = bis(diisopropylamino)cyclopropenylidene) and its use as a carbene-transfer reagent, allowing access to Au-, Pd-, Ir- and Rh-BAC compounds. Catalytic experiments show the high activity of the [CuCl(BAC)] complex in Click chemistry.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!