72318-01-5

Basic information

• Product Name: 5-methyl-1,2,3,4-tetraphenyl-1,3,-cyclopentadiene
• Synonyms: 5-methyl-1,2,3,4-tetraphenyl-1,3,-cyclopentadiene
• CAS NO: 72318-01-5
• Molecular Weight: 384.521
• Mol File: 72318-01-5.mol

Chemical Properties

• CAS DataBase Reference: 5-methyl-1,2,3,4-tetraphenyl-1,3,-cyclopentadiene(CAS DataBase Reference)
• NIST Chemistry Reference: 5-methyl-1,2,3,4-tetraphenyl-1,3,-cyclopentadiene(72318-01-5)
• EPA Substance Registry System: 5-methyl-1,2,3,4-tetraphenyl-1,3,-cyclopentadiene(72318-01-5)

Safety Data

• Hazardous Substances Data: 72318-01-5(Hazardous Substances Data)

Upstream product

• 36052-85-4 1-methyl-2,3,4,5-tetraphenyl-2,4-cyclopentadien-1-ol 
• 42220-67-7 1-hydroxy-2,3,4,5-tetraphenyl-2,4-cyclopentadiene 
• 479-33-4 2,3,4,5-tetraphenylcyclopenta-2,4-dienone 
• 72318-06-0 2,3,4,5-tetraphenyl-2,4-cyclopentadienyl 1-tosylate 
• 74-88-4 methyl iodide 
• 39934-05-9 endo-1,5-dimethyl-2,3,4,6,7-pentaphenyltricyclo<3.2.1.0^2,4>-6-octen-8-one 
• 3141-05-7 1,2,3,4-tetraphenylfulvene 

Downstream Products

• 860009-12-7 (η5-tetraphenylmethylcyclopentadienylato)Ru(CO)2Cl 
• 860009-13-8 [η5-CpPh4MeRu(CO)2]2 

Relevant articles and documents

Titan(IV)-Verbindungen mit hochphenylierten ?-Cyclopentadienylliganden. Die Struktur von (?-C5H5)(?-C5Ph5)TiCl2

The reaction of (?-C5H5)TiCl3 with KC5Ph5 (4-Ph) in THF gives (?-C5H5)(?-C5Ph5)TiCl2 (5-Ph). (?-C5H5)(?-C5Ph4H)TiCl2 (5-H) can be prepared analogously.An X-ray diffraction study on 5-Ph has been undertaken.The Ti-C bond lengths for the C5Ph5 group are con

Combined ruthenium(II) and lipase catalysis for efficient dynamic kinetic resolution of secondary alcohols. Insight into the racemization mechanism

Pentaphenylcyclopentadienyl ruthenium complexes (3) are excellent catalysts for the racemization of secondary alcohols at ambient temperature. The combination of this process with enzymatic resolution of the alcohols results in a highly efficient synthesis of enantiomerically pure acetates at room temperature with short reaction times for most substrates. This new reaction was applied to a wide range of functionalized alcohols including heteroaromatic alcohols, and for many of the latter, enantiopure acetates were efficiently prepared for the first time via dynamic kinetic resolution (DKR). Different substituted cyclopentadienyl ruthenium complexes were prepared and studied as catalysts for racemization of alcohols. Pentaaryl-substituted cyclopentadienyl complexes were found to be highly efficient catalysts for the racemization. Substitution of one of the aryl groups by an alkyl group considerably slows down the racemization process. A study of the racemization of (S)-1-phenylethanol catalyzed by ruthenium hydride η5-Ph5CpRu(CO) 2H (8) indicates that the racemization takes place within the coordination sphere of the ruthenium catalyst. This conclusion was supported by the lack of ketone exchange in the racemization of (S)-1-phenylethanol performed in the presence of p-tolyl methyl ketone (1 equiv), which gave 1% of 1-(p-tolyl)ethanol. The structures of ruthenium chloride and iodide complexes 3a and 3c and of ruthenium hydride complex 8 were confirmed by X-ray analysis.

Ring-Opening Reactions of Anionic Cyclopropyl Compounds. 3

The reaction of KO-t-Bu in Me2SO with the tricyclocyclopropyl carbonyl compounds 3a,b was shown to result in the formation of cyclopentadienes and cinnamic acid derivatives 4a,b and 5a,b which were shown to be preceded by intermediates 6a,b.It is suggested that 6a,b rearrange to 4a,b and 5a,b via an unusual electrocyclization followed by a fragmentation.An example of an apparent conrotatory ring opening of a cyclopropyl carbanion or anion radical is presented in the conversion of 8 to 9.