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Trivedi Lab's CDRC BioBank

Oxidation of Unsaturated Systems 2 general reactivity patterns: X H X Yn+2 X+ Yn ++ OH simple example O A- Me2SCl+ S+ O + S + Cl- 2 electron oxidation 1 electron oxidation Xor -1 e- or X we will focus on oxidation of aromatic rings and enol/enolate systems Couple Eo Fe(III) + e- Fe(II) 0.77 V(V) + e- V(IV) 1.00 Tl(III) + 2 e- Th(I) 1.25 Pb(IV) + 2 e- Pb(II) 1.6-1.7 Mn(III) + e- 1.56Mn(II) Ce(IV) + e- Ce(III) 1.6 Reduction potentials of oxidants we will look at (bigger number

Trivedi Lab publications

Substrate pKa's. Numbers are approximations for outside the range -2 - 16, but useful to know. For an extensive list, see http://www.chem.wisc.edu/areas/reich/pkatable/ Inorganics H2O DMSO CF3SO3H -14 HCl -8 H3O+ -2 H2O 16 NH4Cl 9 Organic X-H AcOH 5 12 O+ CH3Ph H -6 Me2OH+ -4 CH3SO3H -3 2 NH+ 5 3 N H O H 15 26 MeOH 16 28 17 29 NH3 36 38 41 EWG-CH NO2-CH3 10 17 O O 9 13 O EtO O 11 14 O EtO OEt O 13 16 O 20 27 O t-BuO 25 30 O Me2N 35 O S 3533PhOH 10 18

Surface hydrolysis of poly(glycolic acid) meshes increases the seeding density of vascular smooth muscle cells Jinming Gao,1,2 Laura Niklason,1,2 Robert Langer1 1Department of Chemical Engineering, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139 2Department of Anesthesia, Massachusetts General Hospital, Boston, Massachusetts 02114 Received 22 January 1998; accepted 7 May 1998 Abstract: A procedure for surface hydrolysis of poly(gly- colic acid) (PGA) meshes was

Ready; Catalysis Nonlinear Effects Outline Definitions Origins of nonlinear effects in enantioselective reactions ML2 model Reservoir model Transition-state model Kinetic aspects of nonlinear effects Asymmetric amplification Cool tricks Origin of biotic asymmetry? Key reviews Kagan, ACIEE, 1998, 2922 (a pretty complete review, source of many of my figures) Kagan, Advanced Syn. Cat., 2001, 227 (an overview) Blackmond, Accts, 2000, 402 (kinetic aspects) Soai

Meet the TRUST Lab alumni

1 Ready; Catalysis Kinetics-1 There are only two important things in chemistry, kinetics and thermodynamics. And, exp(-ΔG/RT) = k1/k-1, so there’s really only one thing. Kinetics provides information about the transition state of a reaction. We’ll use a simple example to learn the basic tools, then look at more applications to catalysis. Crude Data [EtI] = [NaCN] 0 0.2 0.4 0.6 0.8 1 1.2 0 2 4 6 8 10 Time Co nc en tra tio n [EtI] [EtCN] 1st step

Trivedi Lab's systems

Ready; Catalysis Conjugate Addition Topics covered 1. 1,4 addition involving copper a. stoichiometric reactions b. catalytic reactions c. allylic substitution 2. Conjugate addition without copper a. Ni-based systems b. Rh-based systems 3. Catalytic addition of heteroatoms Topics not covered: enolate conjugate additions, Friedel-Crafts-type conjugate additions Ready; Catalysis Conjugate Addition: origin 1,4 addition reactions involving