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UID:20250626T152204EDT-3621utu8Br@132.216.98.100
DTSTAMP:20250626T192204Z
DESCRIPTION:Abstract:\n\nAchieving site-selectivity in arene functionalizat
 ion that is complementary to the one from electrophilic aromatic substitut
 ion (EAS) reactions has been a long-standing quest in organic synthesis. T
 he palladium/norbornene (Pd/NBE) cooperative catalysis potentially offers 
 a unique approach to this problem\, but its usage has been hampered by “th
 ree constraints”: the electrophile constraint\, the arene-substrate constr
 aint\, which is the requirement of using aryl iodides\, and the “ortho con
 straint”\, which is the requirement of an ortho substituent for mono ortho
  functionalization of haloarenes. Here\, we show that all these three cons
 traints could be addressed through designing the electrophiles\, phosphine
  ligands and norbornene ligands. Besides Catellani-type ortho alkylation a
 nd arylation\, new ortho functionalization methods\, such as ortho aminati
 on\, acylation\, carboxylation\, thiolation and annulation\, have been rea
 lized. In addition\, using a unique phosphine system\, various aryl bromid
 es can be employed as the arene substrates. Moreover\, a new class of brid
 gehead-modified NBEs overcomes the “ortho” constraint\, thereby enabling a
  broadly useful strategy for arene functionalization with complementary si
 te-selectivity to EAS reactions. A range of ortho-unsubstituted aryl iodid
 es\, previously problematic substrates\, now can be employed to provide mo
 no ortho functionalized products effectively. These methods are applicable
  for late-stage functionalization of complex bioactive molecules at positi
 ons that are difficult to be reached by conventional approaches. Beyond ar
 ene substrates\, we also realized a non-intuitive transformation\, that is
  to migrate ketone carbonyl to its adjacent position in one-pot through α-
 amination of alkenyl triflate. Conventionally\, carbonyl 1\,2-migration is
  a very tedious and less selective process\, and generally takes 4-6 steps
 . This method not only provides a straightforward approach to access oxyge
 n-transposed analogues\, but also opens the door for a completely new type
  of carbonyl transformations.\n\n \n\nBio:\n\nGuangbin Dong received his B
 .S. degree from Peking University and completed his Ph.D. degree in chemis
 try from Stanford University with Professor Barry M. Trost\, where he was 
 a Larry Yung Stanford Graduate fellow. In 2009\, he began to research with
  Professor Robert H. Grubbs at California Institute of Technology\, as a C
 amille and Henry Dreyfus Environmental Chemistry Fellow. In 2011\, he join
 ed the department of chemistry and biochemistry at the University of Texas
  at Austin as an assistant professor and a CPRIT Scholar. Since 2016\, he 
 has been a Professor of Chemistry at the University of Chicago. Now\, he i
 s the first chair of the Weldon G. Brown Professorship.\n\n \n\nThis event
  is possible\, thanks to our sponsors:\n\nCCVC\n\nCIC (Chemical Institute 
 of Canada) Montreal\n\nFaculty of Science - 51�Թ���\n
DTSTART:20230307T180000Z
DTEND:20230307T193000Z
LOCATION:Room 10\, Maass Chemistry Building\, CA\, QC\, Montreal\, H3A 0B8\
 , 801 rue Sherbrooke Ouest
SUMMARY:Chemical Society Seminar: -Guangbin Dong: Merging C−C and C−H Activ
 ation: Palladium/Norbornene Cooperative Catalysis 
URL:/chemistry/channels/event/chemical-society-seminar
 -guangbin-dong-merging-cc-and-ch-activation-palladiumnorbornene-cooperativ
 e-344364
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