48.1.6.4 Alkane Metathesis

Abstract

Alkane metathesis is a class of chemical reaction in which alkanes are covalently rearranged and exchange carbon atoms to form a new distribution of alkane products. The process involves both cleavage and formation of C—H and C—C bonds, and usually proceeds through a sequence containing dehydrogenation of alkanes to form alkenes, alkene (olefin) metathesis, and hydrogenation of the new alkenes. Both single-site systems and tandem dual-catalytic systems have been developed to effect this process. Alkane metathesis has been applied in the transformation of medium-weight alkanes into a mixture of longer and shorter alkanes, upgrading short-chain alkanes, and for the degradation of polyethylenes.

Schlüsselwörter

alkanes - catalysis - dehydrogenation - iridium - metathesis

• 1 Basset J.-M, Copéret C, Soulivong D, Taoufik M, Thivolle Cazat J. Acc. Chem. Res. 2010; 43: 323

• 2 Haibach MC, Kundu S, Brookhart M, Goldman AS. Acc. Chem. Res. 2012; 45: 947

• 3 Vidal V, Théolier A, Thivolle-Cazat J, Basset J.-M. Science (Washington, D. C.) 1997; 276: 99

• 4 Burnett RL, Hughes TR. J. Catal. 1973; 31: 55

• 5 Goldman AS, Roy AH, Huang Z, Ahuja R, Schinski W, Brookhart M. Science (Washington, D. C.) 2006; 312: 257

• 6 Huang Z, Rolfe E, Carson EC, Brookhart M, Goldman AS, El-Khalafy SH, Roy MacArthur AH. Adv. Synth. Catal. 2010; 352: 125

• 7 Dobereiner GE, Yuan J, Schrock RR, Goldman AS, Hackenberg JD. J. Am. Chem. Soc. 2013; 135: 12 572

• 8 Jia X, Qin C, Friedberger T, Guan Z, Huang Z. Sci. Adv. 2016; 2: e1 501 591

• 9 Morlanés N, Kavitake SG, Rosenfeld DC, Basset J.-M. ACS Catal. 2019; 9: 1274