205815-80-1

Basic information

• Product Name: (R)SCHROCK-HOVEYDA CATALYST
• Synonyms: (R)SCHROCK-HOVEYDA CATALYST;(S)-SCHROCK-HOVEYDA CATALYST;RAC-SCHROCK-HOVEYDA CATALYST;2,6-DIISOPROPYLPHENYLIMIDONEOPHYLIDENE[RACEMIC-BIPHEN]MOLYBDENIUM(VI);2,6-DIISOPROPYLPHENYLIMIDO-NEOPHYLIDENE[RACEMIC-BIPHEN]MOLYBDENUM(VI);2,6-DIISOPROPYLPHENYLIMIDONEOPHYLIDENE[(R)-(+)-BIPHEN]MOLYBDENIUM(VI);2,6-DIISOPROPYLPHENYLIMIDONEOPHYLIDENE [(R)-(+)-BIPHEN]MOLYBDENUM(VI);2,6-DIISOPROPYLPHENYLIMIDONEOPHYLIDENE[(S)-(-)BIPHEN]MOLYBDENIUM(VI)
• CAS NO: 205815-80-1
• Molecular Formula: C₄₆H₆₁MoNO₂
• Molecular Weight: 755.92
• Product Categories: organometallic complex;Other Metal
• Mol File: 205815-80-1.mol

Chemical Properties

• Appearance: red/crystal
• Storage Temp.: 2-8°C
• Sensitive: air sensitive, moisture sensitiv
• CAS DataBase Reference: (R)SCHROCK-HOVEYDA CATALYST(CAS DataBase Reference)
• NIST Chemistry Reference: (R)SCHROCK-HOVEYDA CATALYST(205815-80-1)
• EPA Substance Registry System: (R)SCHROCK-HOVEYDA CATALYST(205815-80-1)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• F: 1-10
• Hazardous Substances Data: 205815-80-1(Hazardous Substances Data)

Usage

Reaction

Catalyst used for the enantioselective ring-closing metathesis of aminobenzenes. Catalyst used for the enantioselective synthesis of (+)-Isolysergol via ring-closing metathesis.

Upstream product

• 101203-31-0 3,3'-di-tert-butyl-5,5',6,6'-tetramethylbiphenyl-2,2'-diol 
• 299901-76-1 (C₆H₅)(CH₃)2CCHCHCH₂CH₃ 
• 329735-68-4 (S)-3,3'-di-tert-butyl-5,5',6,6'-tetramethyl-1,1'-biphenyl-2,2'-diol 

Downstream Products

• 691870-60-7 [Mo(N-2,6-(i-Pr)2C₆H₃)(⁽¹³⁾CH₂=⁽¹³⁾CH₂)((S)-(OC₆HMe₂(t-Bu))2)] 
• 691870-65-2 [Mo(N-2,6-(i-Pr)2C₆H₃)(⁽¹³⁾CH₂=CHCMe₂Ph)((S)-(OC₆HMe₂(t-Bu))2)] 

Relevant articles and documents

Asymmetric ring-closing metathesis reactions

A composition and method for the catalytic conversion of a racemic mixture of dienes to a cyclic olefin by a ring-closing metathesis (RCM) reaction are disclosed. The composition, a transition metal complex with an M=C reaction site, contains a bidentate dialkoxide of at least 80% optical purity. Because the M=C reaction site is of a sufficient shape specificity, conferred in part by the dialkoxide of sufficient rigidity and an M=N-R1 site, reacting the composition with a mixture of two enantiomeric dienes results in an olefin metathesis product that has at least a 50% enantiomeric excess of one enantiomer in the mixture. A method is also provided for reacting a composition with a racemic diene mixture to generate a metathesis product that has an enantiomeric excess of at least 50%.

Asymmetric ring-closing metathesis reactions involving achiral and meso substrates

A composition and method for the catalytic conversion of a racemic mixture of dienes to a cyclic olefin by a ring-closing metathesis (RCM) reaction are disclosed. The composition, a transition metal complex with an M═C reaction site, contains a bidentate dialkoxide of at least 80% optical purity. Because the M═C reaction site is of a sufficient shape specificity, conferred in part by the dialkoxide of sufficient rigidity and a M═N—R1site, reacting the composition with a mixture of two enantiomeric dienes results in an olefin metathesis product that has at least a 50% enantiomeric excess of one enantiomer in the mixture. A method is also provided for reacting a composition with a racemic diene mixture to generate a metathesis product that has an enantiomeric excess of at least 50%. Methods are also provided for catalytic enantioselective desymmetrization. One method involves an olefin metathesis reaction with a molecular substrate having a plane of symmetry to form a product free of a plane of symmetry. Another method provides a desymmetrization reaction to occur in the absence of solvent. A method for producing quaternary carbon centers through a desymmetrization reaction is also described.

Synthesis of molybdenum imido alkylidene complexes that contain 3,3′-dialkyl-5,5′,6,6′-tetramethyl-1,1′-biphenyl-2, 2′-diolates (alkyl = t-Bu, adamantyl). Catalysts for enantioselective olefin metathesis reactions

Two 3,3′-dialkyl-5,5′,6,6′-tetramethyl-1,1′-biphenyl- 2,2′-diols (where alkyl = t-Bu, adamantyl) were prepared in two steps and resolved as the menthol phosphate derivative. Addition of the dipotassium salt of each biphenolate to various Mo(N-Aryl)(CHR) (