1-Ethenyl-4-methylbenzene → 1,1′-(1E)-1,2-Ethenediylbis[4-methylbenzene]

HRID 1516956Notes

Reaction equation

HRID 1516956 reaction equation
[CH3:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[CH2:7])=[CH:4][CH:3]=1>Cl[Ru](=C1N(C2C(C)=CC(C)=CC=2C)CCN1C1C(C)=CC(C)=CC=1C)(Cl)(=CC1C=CC=CC=1)[P](C1CCCCC1)(C1CCCCC1)C1CCCCC1>[CH3:1][C:2]1[CH:9]=[CH:8][C:5](/[CH:6]=[CH:7]/[C:5]2[CH:8]=[CH:9][C:2]([CH3:1])=[CH:3][CH:4]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 121611-Ethenyl-4-methylbenzene

Product 1

HCID 54629641,1′-(1E)-1,2-Ethenediylbis[4-methylbenzene]Yield 76%

Reagents, catalysts & solvents 1

HCID 178425456HCID 178425456, compoundCatalyst

Procedure

Reaction of 4-methylstyrene with Grubbs' second generation catalyst for 8.5 hours gave the title compound in 76% yield. The 1H and 13C NMR spectra agreed with those reported in the literature. 1H NMR (CDCl3): 2.34 (s, 6H), 7.03 (s, 2H), 7.14 (d, 4H, J=7.8 Hz), 7.39 (d, 4H, J=7.8 H13C NMR (CDCl3): 21.22, 126.29, 127.62, 129.34, 134.72, 137.23.

Sources & evidence

ORD record
ord-4ad142287cb2458191bcb0a758fa1f93
Source dataset
uspto-grants-2012_07
Patent number
US08227635B2

Reaction notes

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