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UID:20250510T192827EDT-9371udZdBA@132.216.98.100
DTSTAMP:20250510T232827Z
DESCRIPTION:Abstract:\n\nThis talk will present our synthetic\, structural\
 , computational and materials studies of a class of carbon-rich semiconduc
 ting molecules based on the indenofluorene (IF) skeleton.1 Access to the f
 ully conjugated\, 20 π-electron\, formally antiaromatic system is accompli
 shed via a variety of intermediate diones. These molecules in turn can be 
 assembled via well-known organic possesses (Suzuki cross-coupling\, benzyl
 ic oxidation\, Friedel-Crafts acylation/alkylation).1 Optimization of thei
 r synthesis now permits access to IF derivatives in multigram quantities. 
 We have shown that thin films or single crystals of several different IF s
 caffolds can serve as an active layer in organic field effect transistors 
 (OFETs).2 \n\n \n\n1. (a) Frederickson\, Rose & Haley\, Acc. Chem. Res. 20
 17\, 50\, 977\; (b) Dressler & Haley\, J. Phys. Org. Chem. 2020\, 33\, e41
 14.\n\n2. (a) Marshall et al.\, Chem. Sci. 2016\, 7\, 5547\; (b) Zeidell e
 t al.\, Chem. Mater. 2019\, 31\, 6962.\n\n3. (a) Frederickson\, Zakharov &
  Haley\, J. Am. Chem. Soc. 2016\, 138\, 16827\; (b) Frederickson et al.\, 
 Synlett 2018\, 29\, 2562.\n\n4. (a) Rudebusch et al.\, Nat. Chem. 2016\, 8
 \, 753\; (b) Dressler et al.\, Nat. Chem. 2018\, 10\, 1134\; (c) Barker et
  al.\, J. Am. Chem. Soc. 2020\, 142\, 1548\; (d) Dressler et al.\, Chem 20
 20\, 6\, 1353\; (e) Hayashi\, Barker et al.\, J. Am. Chem. Soc. 2020\, 142
 \, 20444.\n\n \n\nBio:\n\nMichael M. Haley received both B.Sc. (1987) and 
 Ph.D. (1991) degrees from Rice University working with Ed Billups on the c
 hemistry of cyclopropenes and cycloproparenes. He then pursued his postdoc
 toral studies with Peter Vollhardt at UC-Berkeley studying [N]phenylenes a
 nd joined the faculty at the U Oregon in 1993 where he is currently the Ri
 chard and Patricia Noyes Professor of Chemistry. He also served as Head of
  the Department from 2008 to 2014. He is a well-recognized expert in the s
 ynthesis and study of aromatic and carbon-rich molecules with applications
  in materials science. He has co-authored over 230 papers published in som
 e of the most respected chemistry journals (Nature Chem.\, JACS\, Angew. C
 hem.\, Chem\, etc.). Haley’s research was recognized with the 2021 ACS Geo
 rge Olah Award in Hydrocarbon or Petroleum Chemistry. Other recent awards 
 include Humboldt Research Fellowship (2015)\, JSPS Research Fellowship in 
 Japan (2016)\, election to “Senior Member” of the US National Academy of I
 nventors (2019)\, and “Mercator” Fellowship at the Justus-Liebig-Universit
 y of Gießen (2021-2025). Haley served on the joint Editorial Advisory Boar
 d for the journals Synthesis\, Synlett and J. Phys. Org. Chem.\n
DTSTART:20231025T190000Z
DTEND:20231025T200000Z
SUMMARY:91���� Seminar: Michael Haley- The Interplay Between Antiaromaticit
 y and Diradical Character in Diarenoindacenes and Diindenoarenes
URL:/chemistry/channels/event/mcgill-seminar-michael-h
 aley-interplay-between-antiaromaticity-and-diradical-character-352142
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