137365-53-8

Basic information

• Product Name: (η5-indenyl)(triphenylphosphine)-4-ethoxycobaltacyclopent-3-en-2-one
• CAS NO: 137365-53-8
• Molecular Weight: 548.567
• Mol File: 137365-53-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (η5-indenyl)(triphenylphosphine)-4-ethoxycobaltacyclopent-3-en-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (η5-indenyl)(triphenylphosphine)-4-ethoxycobaltacyclopent-3-en-2-one(137365-53-8)
• EPA Substance Registry System: (η5-indenyl)(triphenylphosphine)-4-ethoxycobaltacyclopent-3-en-2-one(137365-53-8)

Safety Data

• Hazardous Substances Data: 137365-53-8(Hazardous Substances Data)

Upstream product

• 4683-54-9 3-ethoxy-2-cyclobuten-1-one 

Relevant articles and documents

Reaction of cyclobutenones with low-valent metal reagents to form η4- and η2-vinylketene complexes. Reaction of η4-vinylketene complexes with alkynes to form phenols

The reactivity of cyclobutenones toward some low-valent transition-metal reagents has been investigated. Treatment of 3-substituted and 2,3-disubstituted cyclobutenones with ClRh(PPh3)3 led to η2-vinylketene complexes Cl(PPh3)2RhC(O)C(R1)=C(R2)CH 2 (4). Complex 4e (R1 = H, R2 = C(O)C6H5) has been characterized by X-ray crystallography: triclinic, P1 (No. 2), a = 12.868 (4) A?, b = 13.158 (3) A?, c = 15.241 (4) A?, α = 81.49 (2)°, β = 79.45 (2)°, γ = 60.72 (2)°, V = 2209 (1) A?3, Z = 2. Treatment of ClRh(PPh3)3 with benzocyclobutenones gave mixtures of 2-rhodaindanones and 1-rhodaisoindanones. Reaction of 3-substituted and 3,4-disubstituted cyclobutenones with (η5-C9H7)Co(PPh3)2 (9) gave η4-vinylketene complexes (η5-C9H7)Co(η 4-C(O)=C(H)C(R1)=CHR2) (10). Anti isomers of 10 were formed as the major kinetic products; isomerization to the syn isomer was observed in two cases. Reversible conversion of an η4-vinylketene complex to the η2-mode was induced by addition of PPh3 or CO to 10a (R1 = Ph, R2 = H). Structurally different metallacycles (η5-C9H7)(PPh3)CoC(O)CH 2C(R1)=CH (13) were obtained from 9 and cyclobutenones in the presence of ZnCl2. Upon treatment with alkynes, 10a gave a series of substituted phenols. Complex 10b (R1 = Ph, R2 = CH3) reacted only with dimethyl acetylenedicarboxylate to give both a phenol and an η4-cyclohexadienone complex. Mechanisms are discussed for the insertion reactions of 9 and for the phenol-producing alkyne reactions.