107164-93-2Relevant academic research and scientific papers
Acceleration of CO2 insertion into metal hydrides: Ligand, Lewis acid, and solvent effects on reaction kinetics
Heimann, Jessica E.,Bernskoetter, Wesley H.,Hazari, Nilay,Mayer, James M.
, p. 6629 - 6638 (2018)
The insertion of CO2 into metal hydrides and the microscopic reverse decarboxylation of metal formates are important elementary steps in catalytic cycles for both CO2 hydrogenation to formic acid and methanol as well as formic acid and methanol dehydrogenation. Here, we use rapid mixing stopped-flow techniques to study the kinetics and mechanism of CO2 insertion into transition metal hydrides. The investigation finds that the most effective method to accelerate the rate of CO2 insertion into a metal hydride can be dependent on the nature of the rate-determining transition state (TS). We demonstrate that for an innersphere CO2 insertion reaction, which is proposed to have a direct interaction between CO2 and the metal in the rate-determining TS, the rate of insertion increases as the ancillary ligand becomes more electron rich or less sterically bulky. There is, however, no rate enhancement from Lewis acids (LA). In comparison, we establish that for an outersphere CO2 insertion, proposed to proceed with no interaction between CO2 and the metal in the rate-determining TS, there is a dramatic LA effect. Furthermore, for both inner- and outersphere reactions, we show that there is a small solvent effect on the rate of CO2 insertion. Solvents that have higher acceptor numbers generally lead to faster CO2 insertion. Our results provide an experimental method to determine the pathway for CO2 insertion and offer guidance for rate enhancement in CO2 reduction catalysis.
Systematic Variation of Pyrrolobenzodiazepine (PBD)-Dimer Payload Physicochemical Properties Impacts Efficacy and Tolerability of the Corresponding Antibody-Drug Conjugates
Staben, Leanna R.,Chen, Jinhua,Cruz-Chuh, Josefa dela,Del Rosario, Geoff,Go, Mary Ann,Guo, Jun,Khojasteh, S. Cyrus,Kozak, Katherine R.,Li, Guangmin,Ng, Carl,Lewis Phillips, Gail D.,Pillow, Thomas H.,Rowntree, Rebecca K.,Wai, John,Wei, BinQing,Xu, Keyang,Xu, Zijin,Yu, Shang-Fan,Zhang, Donglu,Dragovich, Peter S.
, p. 9603 - 9622 (2020/10/19)
Cytotoxic pyrrolobenzodiazepine (PBD)-dimer molecules are frequently utilized as payloads for antibody-drug conjugates (ADCs), and many examples are currently in clinical development. In order to further explore this ADC payload class, the physicochemical properties of various PBD-dimer molecules were modified by the systematic introduction of acidic and basic moieties into their chemical structures. The impact of these changes on DNA binding, cell membrane permeability, and in vitro antiproliferation potency was, respectively, determined using a DNA alkylation assay, PAMPA assessments, and cell-based cytotoxicity measurements conducted with a variety of cancer lines. The modified PBD-dimer compounds were subsequently incorporated into CD22-targeting ADCs, and these entities were profiled in a variety of in vitro and in vivo experiments. The introduction of a strongly basic moiety into the PBD-dimer scaffold afforded a conjugate with dramatically worsened mouse tolerability properties relative to ADCs derived from related payloads, which lacked the basic group.
POLYCYCLIC COMPOUNDS AND METHODS OF MAKING AND USING THE SAME
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Page/Page column 163; 165, (2014/07/07)
The present disclosure provides compounds, or pharmaceutically acceptable salts thereof, for inhibiting the growth of a microbe; treating a mammal having a microbial infection, malaria, mucositis, an ophthalmic infection, an otic infection, a cancer, or a Mycobacterium infection; killing or inhibiting the growth of a Plasmodium species; inhibiting the growth of a Mycobacterium species; modulating an immune response in a mammal; or antagonizing unfractionated heparin, low molecular weight heparin, or a heparin/low molecular weight heparin derivative.
High-affinity disaccharide binding by tricyclic synthetic lectins
Sookcharoenpinyo, Bunyarithi,Klein, Emmanuel,Ferrand, Yann,Walker, D. Barney,Brotherhood, Peter R.,Ke, Chenfeng,Crump, Matthew P.,Davis, Anthony P.
supporting information; experimental part, p. 4586 - 4590 (2012/06/30)
Stay flexible: Rigid preorganization is not always the best approach to molecular recognition. Unlike previous synthetic lectins, new receptors (see picture) were synthesized that possess conformational freedom which allows hydrophobically driven collapse
Synthesis and properties of carborane-appended C3-symmetrical extended π systems
Dash, Barada Prasanna,Satapathy, Rashmirekha,Gaillard, Elizabeth R.,Maguire, John A.,Hosmane, Narayan S.
scheme or table, p. 6578 - 6587 (2010/07/03)
A series of C3-symmetric π-conjugated compounds containing three to six o-carborane clusters have been synthesized by employing palladium-catalyzed Suzuki coupling reactions and palladium-catalyzed acetylation reactions, followed by silicon tet
Synthesis of tricyclic heterocycles via a tandem aryl alkylation/Heck coupling sequence
Alberico, Dino,Rudolph, Alena,Lautens, Mark
, p. 775 - 781 (2007/10/03)
(Chemical Equation Presented) A norbornene-mediated palladium-catalyzed sequence is described in which two alkyl-aryl bonds and one alkenyl-aryl bond are formed in one pot with use of microwave irradiation. A variety of symmetrical and unsymmetrical oxygen-, nitrogen-, silicon-, and sulfur-containing tricyclic heterocycles were synthesized from a Heck acceptor and an aryl iodide containing two tethered alkyl halides. This approach was further applied to the synthesis of a tricyclic mescaline analogue.
A tower-shaped prototypic molecule designed as an atomically sharp tip for AFM applications
Rukavishnikov, Aleksey V.,Phadke, Avinash,Lee, Melissa D.,LaMunyon, Donald H.,Petukhov, Pavel A.,Keana, John F. W.
, p. 6353 - 6356 (2007/10/03)
The synthesis of macrocycle 1 using a series of Sonogashira coupling reactions is described. This tower-shaped prototypic molecule tapers to a single hydrogen atom and is designed to serve as an atomically sharp molecular tip for atomic force microscopy imaging studies.
Ein Kohlenwasserstoff-Geruest mit zwoelf identischen funktionellen Gruppen: Synthese einer Dodeca-Wirtverbindung
Duchene, Karl-Heinz,Voegtle, Fritz
, p. 659 - 661 (2007/10/02)
The synthesis of a twelvefold benzylic bromide 9 was achieved by a stepwise procedure utilizing the benzylic ether as a protective group.The benzylic ether imparts a very good solubility to all steps and is easily cleaved to the respective bromide in high
