Selective carbonylation of benzene to benzaldehyde using a phosphorus–nitrogen PN3P–rhodium(i) complex
KAUST DepartmentPhysical Sciences and Engineering (PSE) Division
Chemical Science Program
KAUST Catalysis Center (KCC)
Permanent link to this recordhttp://hdl.handle.net/10754/653003
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AbstractA PN3P pincer ligand (1) bearing dicyclopentylphosphine substituents reacts with [Rh(COD)Cl]2 (COD = 1,5-cyclooctadiene) to produce the complex (PN3P)RhCl (2). Treatment of a benzene solution of 2 with KN(SiMe3)2 stimulates a dearomatization process, and C–H activation of benzene is achieved through the rearomatization of the central pyridine ring. This deprotonation/reprotonation of the NH arm of 2 gives the phenyl complex (PN3P)Rh(C6H5) (3). The subsequent introduction of CO gas into 3 yields the benzoyl complex (PN3P)RhCO (C6H5) (4), which can release benzaldehyde upon treatment with diluted HCl solution and regenerates 2.
CitationZhou C, Hu J, Wang Y, Yao C, Chakraborty P, et al. (2019) Selective carbonylation of benzene to benzaldehyde using a phosphorus–nitrogen PN3P–rhodium(i) complex. Organic Chemistry Frontiers 6: 721–724. Available: http://dx.doi.org/10.1039/c8qo00892b.
SponsorsFinancial support from the King Abdullah University of Science and Technology (KAUST) is acknowledged. This work was dedicated to Professor Xiyan Lu on the occasion of his 90th birthday.
PublisherRoyal Society of Chemistry (RSC)
JournalOrganic Chemistry Frontiers