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1 R Co(CO)3(OC)3Co O O Δ (OC)3Co O R H O R H2 R H O (OC)4Co R (OC)4Co Co(CO)4 H H (CO)4CoH H2 CO R O H R CO (OC)3Co R (OC)3Co H R H2 R (OC)3Co R The Oxo process -developed in 1938 by Otto Roelen -Principle method for hydroformylation of terminal alkenes industrially -more that 4 million tons aldehyde annually -linear aldehydes more desirable Co2(CO)8 H2/CO (200-300 atm) 120-170 oC linear (normal) branched (iso) + chemical feed stocks linear alcohols

Liszczak Lab publications

Protecting Groups in Organic Synthesis-1 Ready Protecting groups are a sad fact of synthetic chemistry They are usually needed, but rarely desired Many syntheses have stalled because of trouble putting on or removing protecting groups 4 basic questions to address when choosing a P.G.: 1. Can I put it on where and only where I want? 2. Can I take it and only it off? 3. Will it survive all future reaction conditions? 4. Will it

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1 Ready; Catalysis Hydrogenation Categories and Dichotomies: Heterogeneous or Homogeneous Neutral or Cationic Directed or Non-directed Heterolytic or Homolytic H2 Activation Racemic or Enantioselective Syn or Trans Addition Homogeneous Hydrogenation Rh Ph3P Ph3P Cl PPh3 Advantages: Mild conditions Improved selectivity Directed Hydrogenation Enantioselective Hydrogenation Mechanistically accessible Disadvantages: Purification $$$$ Often less

Seminars in Immunology xxx (xxxx) xxx Please cite this article as: Zachary T. Bennett, Seminars in Immunology, https://doi.org/10.1016/j.smim.2021.101580 1044-5323/© 2021 The Authors. Published by Elsevier Ltd. This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/). Polyvalent design in the cGAS-STING pathway Zachary T. Bennett a, Suxin Li a, Baran D. Sumer b, Jinming Gao a,b,c,* a Department of Pharmacology, Harold C. Simmons

1 P(tBu)2 P(tBu)2 CuBr P Pd P P P PBu3 Pt H Et3P Cl PEt3 Ir S R3P H PR3 H S -S PF6 - Ir S R3P H PR3 H P P Pd PF6 - Pt H Et3P Cl PEt3 Py P P Ir S R3P H PR3 H PF6 - Pt H Et3P Py PEt3 Cl Fe Pt H Et3P Py PEt3 P P Cl- Organometallic Reaction Mechanisms Ligand association/dissociation + toluene insoluble (PBu3)nCuBr soluble + active catalyst for cross coupling = NOTE: No ox. state change Ligand Exchange: Associative - common for 16e- complexes

Ready; Catalysis Isomerization/cyclization-1 R M R' M R R' H R R' M H MH R R' H R' M M H Olefin insertion into Metal alkyl can be followed by hydride elimination or additional olefin insertions: -dimerization/oligomerization -small molecules -polymerization Recall: electron rich M (late transition metal) Keq < 1 ->dimerization, etc electron poor M (early transition metal) Keq > 1 ->polymerization P Ph2 Ni OO H C7-C14 C1-C3 HO C10-C18 C1-C3 C7-C14 Shell

ARTICLE OPEN Lrp1 in osteoblasts controls osteoclast activity and protects against osteoporosis by limiting PDGF–RANKL signaling Alexander Bartelt1,2,8, Friederike Behler-Janbeck1,2, F. Timo Beil1,3, Till Koehne3,4, Brigitte Müller1,2, Tobias Schmidt1,2, Markus Heine2,5, Laura Ochs1,2, Tayfun Yilmaz3, Martin Dietrich6, Jan P. Tuckermann7, Michael Amling3, Joachim Herz6, Thorsten Schinke3, Joerg Heeren2 and Andreas Niemeier1,2 Skeletal health relies on architectural integrity and sufficient

Site-specific functionalization of proteins in vivo lays the fundamental of of numerous powerful chemical biology tools to elucidate protein functions.