Chemistry Seminar Series: Jean-Luc RenaudExport this event to calendar

Tuesday, June 4, 2019 — 2:30 PM EDT

From Hydrogenation to Alkylation: A Journey with Iron Complexes

Jean-Luc Renaud
Professor
Université de Caen Normandie
Laboratoire de Chimie Moléculaire et Thioorganique
Caen, France

Tuesday,  June 4, 2019
2:30 p.m.
C2-361 (Reading Room)

Abstract: Economic constraints and environmental concerns in chemistry have led to increased demand for the
replacement of noble metals used in chemical processes by Earth-abundant ones. Iron-catalyzed
reduction has received intensive attention and some iron complexes have shown activities and
selectivities that are competitive with those of noble metals.[1] However, exchanging noble metals for
cheap, abundant, and biocompatible iron complexes to perform reduction is not the sole criterion to
render such complexes attractive for industrial applications, the catalytic activities and the price of
the ligand must also be taken into account.[2] In our ongoing research on iron-catalyzed reduction and
oxidation,[3] some new cyclopentadienone iron tricarbonyl complexes have been designed based on a
"transition metal frustrated Lewis pair" approach.[4] Their application in chemoselective reduction
and alkylation, as well as a detailed mechanistic study will be presented (Scheme 1).[5]Scheme 1. Iron-catalyzed chemoselective reduction and alkylation reactions.

Scheme 1. Iron-catalyzed chemoselective reduction and alkylation reactions.


References
[1] a) I. Bauer, H.-J. Knölker, Chem. Rev. 2015, 115, 3170-3387. b) D. Wei, C. Darcel, Chem.Rev. 2019, 119, 2550-2610. c) L. Alig, M. Fritz, S. Schneider, Chem. Rev. 2019, 119, 2681-2751. d) D. S. Mérel, M.-L. Tran Do, S. Gaillard, P. Dupau, J.-L. Renaud Coord. Chem. Rev. 2015, 288, 50-68.
[2] P. Dupau, M.-L. Tran Do, S. Gaillard, J.-L. Renaud, Angew. Chem. Int. Ed. 2014, 53, 1300 4-13006.
[3] A. Pagnoux-Ozherelyeva, N. Pannetier, M. D. Mbaye, S. Gaillard, J.-L. Renaud, Angew. Chem. Int. Ed. 2012, 51, 4976-4980. b) A. Lator, S. Gaillard, A. Poater, J.-L. Renaud, Chem. Eur. J. 2018, 24, 5770-5774.
[4] a) T.-T. Thai, D. S. Mérel, A. Poater, S. Gaillard, J.-L. Renaud, Chem. Eur. J. 2015, 21, 7066-7070. b) A. Lator, Q. Gaignard Gaillard, D. S. Mérel, J.-F. Lohier, S. Gaillard, A. Poater, J.-L. Renaud, J. Org. Chem. 2019, 84, in press.
[5] a) L. Bettoni, C. Seck, M. D. Mbaye, S. Gaillard, J.-L. Renaud, Org. Lett. 2019, 21, 3057-3061. b) A. Lator, S. Gaillard, A. Poater, J.-L. Renaud, Org. Lett. 2018, 20, 5985-5990. c) C. Seck, M. D. Mbaye, S. Gaillard, J.-L. Renaud, Adv. Synth. Catal 2018, 360, 4640-4645. d) C. Seck, M. D. Mbaye, S. Coufourier, A. Lator, J.-F. Lohier, A. Poater, T. R. Ward, S. Gaillard, J.-L. Renaud, ChemCatChem. 2017, 9, 4410-4416.

Location 
C2 - Chemistry 2
Room 361
200 University Avenue West

Waterloo, ON N2L 3G1
Canada

S M T W T F S
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
  1. 2019 (126)
    1. November (10)
    2. October (13)
    3. September (18)
    4. August (4)
    5. July (9)
    6. June (9)
    7. May (15)
    8. April (13)
    9. March (15)
    10. February (14)
    11. January (6)
  2. 2018 (115)
    1. December (5)
    2. November (14)
    3. October (11)
    4. September (5)
    5. August (5)
    6. July (4)
    7. June (5)
    8. May (8)
    9. April (13)
    10. March (12)
    11. February (15)
    12. January (18)
  3. 2017 (108)
  4. 2016 (125)
  5. 2015 (115)
  6. 2014 (98)
  7. 2013 (104)
  8. 2012 (85)
  9. 2011 (10)