80603-33-4

Basic information

• Product Name: 9-(2-methylnaphthalen-1-yl)phenanthrene
• Synonyms: 9-(2-methylnaphthalen-1-yl)phenanthrene
• CAS NO: 80603-33-4
• Molecular Weight: 318.418
• Mol File: 80603-33-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 9-(2-methylnaphthalen-1-yl)phenanthrene(CAS DataBase Reference)
• NIST Chemistry Reference: 9-(2-methylnaphthalen-1-yl)phenanthrene(80603-33-4)
• EPA Substance Registry System: 9-(2-methylnaphthalen-1-yl)phenanthrene(80603-33-4)

Safety Data

• Hazardous Substances Data: 80603-33-4(Hazardous Substances Data)

Upstream product

• 573-17-1 9-bromophenanthrene 
• 21450-90-8 (2-methyl-1-naphthyl)magnesium bromide 
• 2586-62-1 1-bromo-2-methylnaphtalene 
• 68572-87-2 9-phenanthrenylboronic acid 

Downstream Products

• 80603-42-5 C₃₁H₂₉N 
• 80603-37-8 9-(2-cyclohexylaminomethyl-1-naphthyl)phenanthrene 
• 80603-39-0 9-<2-(N-methylanilinomethyl)-1-naphthyl>phenanthrene 
• 80603-35-6 9-(2-anilinomethyl-1-naphthyl)phenanthrene 

Relevant articles and documents

A Planar-Chiral Phosphino(alkenyl)ferrocene for Suzuki-Miyaura C-C Coupling Reactions

Planar-chiral phosphinoferrocene [Fe(η5-C5H3-1-PPh2-2-(E)-CH=CHPh)(η5-C5H5)] (4) was applied in the presence of palladium in Suzuki-Miyaura couplings for the synthesis of sterically congested biaryls. The catalytic activity arises from homogeneous palladium phosphine complexes, of which the potential pre-catalyst [Pd(4)2Cl2] was characterized structurally. The catalytic system is excellently suited for the synthesis of tri-ortho-substituted biaryls under mild conditions (0.1 mol-%, 50-100 C), whereas its application towards the synthesis of tetra-ortho-substituted biaryls is quite limited. Comparing the performance of the reaction with 4 as catalyst and a range of substrates with differing ortho substituents suggests that transmetalation is rate determining. Complex (Sp)-4 was used in atropselective couplings, wherein enantioenrichments of up to 36 % were achieved. The stereoselectivity depends to some extent on the steric properties of the boronic acids; however, slight changes at the aryl halides influence the enantioselectivity.