Alkyl-Aryl Coupling Catalyzed by Tandem Systems of Pincer-Ligated Iridium Complexes and Zeolites

作者：Dinh Long V; Li Bo; Kumar Akshai; Schinski William; Field Kathleen D; Kuperman Alexander; Celik Fuat E^*; Goldman Alan S^*

来源：ACS Catalysis, 2016, 6(5): 2836-2841.

DOI：10.1021/acscatal.6b00149

• alkane dehydrogenation
• tandem catalysis
• C-C coupling
• zeolite
• pincer ligand
• dehydrogenative cross-coupling
• C-H activation

We report that pincer-ligated iridium catalysts for alkane dehydrogenation can operate in tandem with zeolite catalysts for arene alkene coupling, to effect the overall intramolecular dehydrocoupling of alkyl-H and aryl-H bonds (i.e., the dehydrocyclization of alkyl benzene). Thus, zeolite and soluble iridium cocatalysts in refluxing pentylbenzene (205 degrees C) gave high yields of 1-methyl-1,2,3,4-tetrahydronaphthalene. Subsequent dehydrogenation and isomerization affords 1- and 2-methylnaphthalene and 2-methyl-1,2,3,4-tetrahydronaphthalene. Total yields of cyclized product as high as 5.4 M (94%) have been obtained, corresponding to 6800 turnovers per mol Ir. Turnover numbers for the tandem-catalyzed dehydrocyclization are much greater than those obtained for simple dehydrogenation by Ir catalysts (to give olefins) in the absence of zeolite.

• 出版日期2016-5