1333210-70-0

Basic information

• Product Name: (C₅Me₅)₂Y(C≡CPh)(tetrahydrofuran)
• CAS NO: 1333210-70-0
• Molecular Weight: 532.599
• Mol File: 1333210-70-0.mol

Chemical Properties

• CAS DataBase Reference: (C₅Me₅)₂Y(C≡CPh)(tetrahydrofuran)(CAS DataBase Reference)
• NIST Chemistry Reference: (C₅Me₅)₂Y(C≡CPh)(tetrahydrofuran)(1333210-70-0)
• EPA Substance Registry System: (C₅Me₅)₂Y(C≡CPh)(tetrahydrofuran)(1333210-70-0)

Safety Data

• Hazardous Substances Data: 1333210-70-0(Hazardous Substances Data)

Upstream product

• 378753-31-2 (C5Me5)2Y(η3-CH2CHCH2)(THF) 
• 536-74-3 phenylacetylene 
• 109-99-9 tetrahydrofuran 

Downstream Products

• 1333210-73-3 (C5Me5)2Y[C(=CHPh)C(N=CMe2)=N(i)Pr-κ2C,N] 
• 1333210-72-2 (C5Me5)2Y[(t)BuNC(C.ident.CPh)N(t)Bu-κ2N,N'] 
• 1333210-74-4 (C5Me5)2Y(C(=CHPh)C[N=C(CH2)5]=N(Cy)-κ2C,N) 

Relevant articles and documents

Reactivity of the Y3+ tuck-over hydride complex, (C 5Me5)2Y(μ-H)(μ-CH2C 5Me4)Y(C5Me5)

The trivalent yttrium tuck-over hydride complex, (C5Me 5)2Y(μ-H)(μ-η1:η5- CH2C5Me4)Y(C5Me5), 1, acts as a reductant in reactions in which the (μ-H)- hydride ligand and the bridging Y-C alkyl anion linkage in the (μ-η1: η5-CH2C5Me4)2- ligand combine to form a C-H bond in (C5Me5)- and deliver two electrons to a substrate. Complex 1 reacts with PhSSPh, AgOTf (OTf = OSO2CF3), and Et3NHBPh4 to form [(C5Me5)2Y(μ-SPh)]2, [(C 5Me5)2Y(μ-OTf)]2, and (C 5Me5)2Y(μ-Ph)2BPh2, respectively. The reactivity of the Y-H and Y-CH2C5Me 4 linkages in 1 was probed via carbodiimide insertion reactions. iPrN=C=NiPr inserts into both Y-H and Y-C bonds to yield (C5Me5)[iPrNC(H)NiPr]Y{μ- η5-C5Me4CH2[ iPrNCNiPr]}Y(C5Me5)2. Carbodiimide insertion with [(C5Me5)2YH] 2, 2, was also examined for comparison, and (C5Me 5)2Y[iPrNC(H)NiPr- κ2N,N′] was isolated and structurally characterized. To examine the possibility of selective reactivity of the bridging ligands, μ-H versus μ-CH2C5Me4, trimethylsilylchloride was reacted with 1, and the tuck-over chloride complex, (C5Me 5)2Y(μ-Cl)(μ-η1:η5- CH2C5Me4)Y(C5Me5), was isolated.

C-H activation via carbodiimide insertion into yttrium-carbon alkynide bonds: An organometallic Alder-ene reaction

The yttrium alkynide (C5Me5)2Y(C≡ CPh)(THF), 1, and the related trienediyl [(C5Me5) 2Y2(μ-η2:η2-PhC=C=C=CPh), 2, can be isolated from the reaction of (C5Me5) 2Y(η3-CH2CHCH2)(THF) with phenylacetylene in THF and hexane, respectively. Complex 1 reacts with tBuN=C=NtBu to afford the conventional amidinate insertion product (C5Me5)2Y[tBuNC(C≡ CPh)NtBu-κ2N,N′, 3. However, the analogous reaction with iso-propyl and cyclohexyl carbodiimides involves C-H activation and forms the iminovinyl complexes (C5Me5) 2Y[C(=CHPh)C(N=CMe2)=NiPr-κ2C, N, 4, and (C5Me5)2Y{C(=CHPh)C[N=C(CH 2)5=NCH(CH2)5-κ2C, N}, 5, respectively. The reaction is formally a variation of the Alder-ene reaction in which a C-H bond of the carbodiimide (ene) is activated and transferred to the alkynide ligand (enophile) bound to yttrium. The trienediyl 2 reacts with iso-propyl carbodiimide via conventional insertion to form a bis(amidinate) product with a trienediyl linker, namely, (C5Me 5)2Y[μ-κ2-(iPrN) 2C-C(Ph)=C=C=C(Ph)-C(NiPr)2Y(C 5Me5)2, 6. The alkynide ligand in 1 is also modified in the reaction with benzylcyanide that forms an unusual insertion product, the amidonitrile complex [(C5Me5) 2Y{μ-N(H)C(CH2Ph)=C[C(Ph)=CHPhC≡N}2, 7.