Affiliation:
1. Department of Chemistry University of Pittsburgh Pittsburgh PA 15260 USA
2. School of Chemistry & Chemical Engineering Yangzhou University Yangzhou Jiangsu 225002 China
Abstract
AbstractPropylene gas is produced worldwide by steam cracking on million‐metric‐ton scale per year. It serves as a valuable starting material for π‐bond functionalization but is rarely applied in transition metal‐catalyzed allylic C−H functionalization for fine chemical synthesis. Herein, we report that a newly‐developed cationic cyclopentadienyliron dicarbonyl complex allows for the conversion of propylene to its allylic C−C bond coupling products under catalytic conditions. This approach was also found applicable to the allylic functionalization of simple α‐olefins with distinctive branched selectivity. Experimental and computational mechanistic studies supported the allylic deprotonation of the metal‐coordinated alkene as the turnover‐limiting step and led to insights into the multifaceted roles of the newly designed ligand in promoting allylic C−H functionalization with enhanced reactivity and stereoselectivity.
Funder
American Chemical Society Petroleum Research Fund
National Institute of General Medical Sciences
Subject
General Chemistry,Catalysis
Cited by
10 articles.
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