Diisopropylphenyl 2nd Generation Grubbs Catalyst

Diisopropylphenyl 2^nd Generation Grubbs Catalyst¹
(PCy₃ = tricyclohexylphosphine)
– CAS#: [373640-75-6]
– FW: 933
– Color: Brown
– Initiation temperature: 0 °C

 
nd Generation Grubbs catalyst only in the substitution pattern around its N-heterocyclic carbene aryl rings, but these bulky isopropyl groups have a dramatic effect on catalyst reactivity. The precatalyst initiation is much faster than other ruthenium systems in RCM² and ADMET³ reactions, especially at lower temperatures (<30 °C). In CM reactions, this catalyst has been shown to provide higher turnover numbers in reactions where ethylene is a substrate⁴ or a product.⁵

¹ Fürstner, A.; Ackermann, L.; Gabor, B.; Goddard, R.; Lehmann, C. W.; Mynott, R.; Stelzer, F.; Thiel, O. R. Chem. Eur. J. 2001, 7(15), 3236-3253.
² Ritter, T.; Hejl, A.; Wenzel, A. G.; Funk, T. W.; Grubbs, R. H. Organometallics 2006, 25, 5740-5745.
³ Courchay, F. C.; Sworen, J. C.; Wagener, K. B. Macromolecules 2003, 36, 8231-8239.
⁴ Schrodi, Y.; Ung, T.; Vargas, A.; Mkrtumyan, G.; Lee, C. W.; Champagne, T. M.; Pederson, R. L.; Hong, S. H. Clean 2008, 36(8), 669-673.
⁵ Dinger, M. B.; Mol, J. C. Adv. Synth. Catal. 2002, 344, 671-677.

ADMET – Acyclic Diene Metathesis
CM – Cross Metathesis
ROMP – Ring Opening Metathesis Polymerization

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