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SUMMARY:C-H Amination for Organic Synthesis and Medicinal Chemistry: React
 ion Development and Validation of Nitrene Intermediacy - Professor Sukbok 
 Chang
DTSTART:20251028T180000Z
DTEND:20251028T193000Z
UID:TALK236989@talks.cam.ac.uk
CONTACT:129301
DESCRIPTION:The direct amidation of C–H bonds is a highly desirable reac
 tion owing to the widespread utility of amidated products in total synthes
 is\, medicinal chemistry\, and materials science. In this context\, we hav
 e developed a new mechanistic platform that employs custom-designed transi
 tion metal-based catalyst systems in combination with dioxazolones as robu
 st and practical amino sources. This strategy enables the generation of me
 tal-nitrenoid intermediates\, ultimately achieving C–H amidation via eit
 her inner or outer-sphere C–H activation of insertion pathways. Building
  on this foundation\, we recently introduced transition metal-based cataly
 st systems for asymmetric C−H amidation\, providing an efficient route t
 o synthesize chiral lactams and functional amino compounds from readily av
 ailable commodity chemicals.\n\nIn developing our C-H amination reactions\
 , we also thoroughly investigated the involvement of key nitrenoid interme
 diates using both experimental and computational mechanistic studies. In f
 act\, we designed a chromophoric octahedral rhodium complex featuring a bi
 dentate dioxazolone ligand\, in which photoinduced metal-to-ligand charge 
 transfer initiates catalytic C–H amidation. X-Ray photocrystallographic 
 analysis of Rh-dioxazolone complexes enabled structural characterization o
 f Rh-acylnitrenoid intermediate for the first time and provided definitive
  evidence that the singlet nitrenoid species is primarily responsible for 
 acylamino transfer process. Furthermore\, in crystallo monitoring of the r
 eaction between a nucleophile and the in situ generated Rh-acylnitrenoid e
 stablished a crystallographically traceable system\, capturing the key mec
 hanistic snapshots of nitrenoid transfer.\n\nTalks are priced at £4 for n
 on-Scientific Society members. Scientific Society members will have free a
 ccess to all our talks. Lifetime membership costs £15 and gives free acce
 ss to all talks\, members-only events and priority access to oversubscribe
 d SciSoc events.
LOCATION:Pfizer Lecture Theatre\,  Department of Chemistry\, Lensfield Roa
 d
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