(S)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol (cas: 205927-03-3) belongs to copper catalysts. The evolution of transition metal catalysts has attained a stage of civilization that authorizes for an extensive scope of chemical bonds formation partners to be combined efficiently. These ligands enable the reaction promoted in mild condition. The reaction scope has also been greatly expanded, rendering this copper-based cross-coupling attractive for both academia and industry. Application In Synthesis of (S)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol
Molybdenum alkylidyne complexes that contain a 3,3′-di-t-butyl-5,5′,6,6′-tetramethyl-1,1′-biphenyl-2,2′-diolate ([Biphen]2-) ligand was written by Schrock, Richard R.;Jamieson, Jennifer Y.;Araujo, James P.;Bonitatebus, Peter J.;Sinha, Amritanshu;Lopez, L. Pia H.. And the article was included in Journal of Organometallic Chemistry in 2003.Application In Synthesis of (S)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol This article mentions the following:
The reaction between K2[Biphen] ([Biphen]2- = 3,3′-di-tert-butyl-5,5′,6,6′-tetramethyl-1,1′-biphenyl-2,2′-diolate) and Mo(NArCl)(CH-t-Bu)(OTf)2(dme) (ArCl = 2,6-Cl2C6H3) in the presence of ten equiv NEt3 gave Mo(NHArCl)(C-t-Bu)[Biphen] (4a) in 40-50% yield. Addition of K2[S-Biphen] to Mo(NArCl)(CHCMe2Ph)(OTf)2(THF) in THF gave Mo(NHArCl)(CCMe2Ph)[S-Biphen] (4b) in ∼40% yield. An x-ray crystal study of 4b confirmed the proposed structure and also revealed that one ortho chloride approaches within 2.93 Å of the metal approx. trans to the alkylidyne ligand. Addition of one equiv H2[Biphen] to Mo(CCH2SiMe3)[N(i-Pr)Ar”]3 (Ar” = 3,5-dimethylphenyl) produced Mo(CCH2SiMe3)[Biphen][N(i-Pr)Ar”] in situ, which when treated with one equiv 1-adamantanol gave a mixture of Mo(CCH2SiMe3)[Biphen](OAd) (9) and three equiv HN(i-Pr)Ar”, from which 9 could be isolated as a beige powder in 46% yield. An x-ray study of 9 confirmed that it is a pseudotetrahedral species in which the MoC bond length is 1.707(15) Å and the MoC-C angle is 168.3(11)°. Addition of ten equiv 2-butyne or 3-hexyne to a pale yellow solution of 9 produced the molybdacyclobutadiene complexes Mo(C3R3)[Biphen](OAd) (R = Me or Et; 10a and 10b, resp.) in high yield. Both 10a and 10b decompose slowly in solution, even in the presence of added alkyne. An x-ray structure of the decomposition product of 10a revealed it to have the stoichiometry of 10a plus one addnl. equiv of 2-butyne. The most unusual feature of the structure of this alkyne complex is a fusion of the C3Me3 portion of the metallacyclobutadiene ring to carbons in position 5 and 6 in the [Biphen]2- backbone to create a σ allyl linkage. These results suggest that Mo biphenolate alkylidyne complexes are not likely to be stable under conditions where alkynes are metathesized. In the experiment, the researchers used many compounds, for example, (S)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol (cas: 205927-03-3Application In Synthesis of (S)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol).
(S)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol (cas: 205927-03-3) belongs to copper catalysts. The evolution of transition metal catalysts has attained a stage of civilization that authorizes for an extensive scope of chemical bonds formation partners to be combined efficiently. These ligands enable the reaction promoted in mild condition. The reaction scope has also been greatly expanded, rendering this copper-based cross-coupling attractive for both academia and industry. Application In Synthesis of (S)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol
Referemce:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”