Borrajo-Calleja, Gustavo M. published the artcileMechanistic Investigation of the Pd-Catalyzed Intermolecular Carboetherification and Carboamination of 2,3-Dihydrofuran: Similarities, Differences, and Evidence for Unusual Reaction Intermediates, Related Products of quinuclidine, the publication is Organometallics (2017), 36(18), 3553-3563, database is CAplus.
The mechanism of the Pd-catalyzed intermol. syn carboetherification and syn carboamination of 2,3-dihydrofuran was studied exptl. Crystallog., spectroscopic, and spectrometric methods have shed light on the nature of a number of catalytically competent Pd complexes. Several oxidative addition complexes as well as their cationic derivatives were characterized by x-ray diffraction analyses. In the latter, the complexes derived from 2-bromophenol displayed an unorthodox η6 binding mode of the privileged Buchwald-type dialkylbiarylphosphine ligands. The hemilabile character of this interaction was found to facilitate coordination of the polarized olefinic substrate, as evidenced by NMR spectroscopy. In contrast, coordination of the pendant sulfonyl group in the cationic complexes derived from 2-bromo-N-sulfonylated anilines prevented direct binding of 2,3-dihydrofuran. Deprotonation of these species induced aggregation of monomeric units through various weak noncovalent interactions to generate trinuclear Pd clusters. The reversibility of this process was probed by conducting crossover experiments The nature of the alkali ion strongly influences the selectivity of the assembly phenomenon. Examination of the importance of the nucleophilicity in these intermol. reactions revealed that the switch between syn carbofunctionalization and Heck arylation of 2,3-dihydrofuran certainly arose from a zwitterionic intermediate common to both catalytic manifolds. The understanding of these reactions gained through this study should certainly favor the design of novel Pd-catalyzed transformations for related systems.
Organometallics published new progress about 1160556-64-8. 1160556-64-8 belongs to quinuclidine, auxiliary class Mono-phosphine Ligands, name is 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, and the molecular formula is C28H41N2P, Related Products of quinuclidine.
Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider