14651-42-4Relevant articles and documents
Preparation and Properties of 1-Adamantylmethyl and Adamantyl Complexes of Transition Metals
Bochmann, Manfred,Wilkinson, Geoffrey,Young, Brent G.
, p. 1879 - 1887 (1980)
The syntheses and characteristic properties of a variety of 1-adamantylmethyl (R = 1-adme) compounds of transition metals are described.These include peralkyls, MRn (M = Ti,V,Cr,Mn, or Zr); mixed complexes, MRnXm (X = OtBu or Cl, M = V, Nb or Ta); ?-acid complexes, MR2L2 (L = P- or N-donor) including the first example of a thermodinamically favoured trans-dialkylplatinum(II) derivative.Additionally, the preparations of bis(1-adamantyl)- and bis(2-adamantyl)-magnesium are reported, as well as successful and inconclusive attempts to produce Cr(ad)4 (ad = 1- or 2-adamantyl).
Three-Component, Interrupted Radical Heck/Allylic Substitution Cascade Involving Unactivated Alkyl Bromides
Bellotti, Peter,Glorius, Frank,Heidrich, Bastian,Huang, Huan-Ming,Pflüger, Philipp M.,Schwarz, J. Luca
supporting information, p. 10173 - 10183 (2020/06/27)
Developing efficient and selective strategies to approach complex architectures containing (multi)stereogenic centers has been a long-standing synthetic challenge in both academia and industry. Catalytic cascade reactions represent a powerful means of rapidly leveraging molecular complexity from simple feedstocks. Unfortunately, carrying out cascade Heck-type reactions involving unactivated (tertiary) alkyl halides remains an unmet challenge owing to unavoidable β-hydride elimination. Herein, we show that a modular, practical, and general palladium-catalyzed, radical three-component coupling can indeed overcome the aforementioned limitations through an interrupted Heck/allylic substitution sequence mediated by visible light. Selective 1,4-difunctionalization of unactivated 1,3-dienes, such as butadiene, has been achieved by employing different commercially available nitrogen-, oxygen-, sulfur-, or carbon-based nucleophiles and unactivated alkyl bromides (>130 examples, mostly >95:5 E/Z, >20:1 rr). Sequential C(sp3)-C(sp3) and C-X (N, O, S) bonds have been constructed efficiently with a broad scope and high functional group tolerance. The flexibility and versatility of the strategy have been illustrated in a gram-scale reaction and streamlined syntheses of complex ether, sulfone, and tertiary amine products, some of which would be difficult to access via currently established methods.
Synthesis and characterization of sterically enlarged hoveyda-type olefin metathesis catalysts
Shahane, Saurabh,Toupet, Loic,Fischmeister, Cedric,Bruneau, Christian
supporting information, p. 54 - 60 (2013/03/13)
A series of four ruthenium-based olefin metathesis catalysts has been prepared. These new complexes were designed with nanofiltration in organic media in mind; steric enlargement and functionalisation by means of polar ethylene glycol chains were incorporated. New complexes based on the stable 2nd generation Hoveyda-type architecture and featuring substitution either on the NHC backbone or on the N-aryl substituent of the NHC have been prepared and fully characterized. The application of these complexes in a series of olefin metathesis transformations revealed that these modified catalysts retained activity on par with the parent Hoveyda catalyst thus validating the disclosed ligand design.