331273-58-6Relevant articles and documents
STRAD-BINDING AGENTS AND USES THEREOF
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Paragraph 1045-1047, (2021/08/06)
Disclosed herein, inter alia, are compounds for binding STRAD pseudokinase and uses thereof.
Ir-Catalyzed ortho-Borylation of Phenols Directed by Substrate-Ligand Electrostatic Interactions: A Combined Experimental/in Silico Strategy for Optimizing Weak Interactions
Chattopadhyay, Buddhadeb,Dannatt, Jonathan E.,Andujar-De Sanctis, Ivonne L.,Gore, Kristin A.,Maleczka, Robert E.,Singleton, Daniel A.,Smith, Milton R.
supporting information, p. 7864 - 7871 (2017/06/20)
A strategy for affecting ortho versus meta/para selectivity in Ir-catalyzed C-H borylations (CHBs) of phenols is described. From selectivity observations with ArylOBpin (pin = pinacolate), it is hypothesized that an electrostatic interaction between the partial negatively charged OBpin group and the partial positively charged bipyridine ligand of the catalyst favors ortho selectivity. Experimental and computational studies designed to test this hypothesis support it. From further computational work a second generation, in silico designed catalyst emerged, where replacing Bpin with Beg (eg = ethylene glycolate) was predicted to significantly improve ortho selectivity. Experimentally, reactions employing B2eg2 gave ortho selectivities > 99%. Adding triethylamine significantly improved conversions. This ligand-substrate electrostatic interaction provides a unique control element for selective C-H functionalization.
Dendritic iron porphyrins with a tethered axial ligand as new model compounds for heme monooxygenases
Weyermann, Philipp,Diederich, Francois
, p. 599 - 617 (2007/10/03)
The novel iron(III) porphyrin dendrimers of generation zero ([1·FeIII]Cl), one ([2·FeIII]Cl), and two ([3· FeIII]Cl) (Fig. 1) were prepared (Schemes 1 and 3) as models of heine monooxygenases. They feature controlled axial ligation at the Fe center by one imidazole tethered to the porphyrin core and possess a vacant coordination site available for ligand binding and catalysis. The high purity of the dendrimers and the absence of structural defects was demonstrated by matrix-assisted laser-desorption-ionization time-of-flight (MALDI-TOF) mass spectrometry (Fig. 3). The electronic properties of the FeIII porphyrin dendrimers and comparison compounds [4·FeIII]Cl and [12·FeIII(1,2-Me:Im)]Cl (1,2-Me2Im = 1,2-dimethylimidazole) were investigated by UV/VIS and EPR (electronic paramagnetic resonance) spectroscopy, as well as by measurements of the magnetic moments by the Evans-Scheffold method. Epoxidation of olefins and oxidation of sulfides to sulfoxides, catalyzed by the new dendritic metalloporphyrins, were investigated in CH2Cl2: with iodosylbenzene as the oxidant (Tables 1 and 2). The total turnover numbers were found to increase with the size of the dendrimer, due to improved catalyst stability at higher dendritic generations (Figs. 4 and 5). The second-generation complex [3.FeIII]Cl was, therefore, the most efficient catalyst in the series, despite the fact that its active site is considerably hindered by the encapsulation inside the sterically demanding, fluctuating dendritic wedges. Very high product selectivities were observed in all oxidation reactions, regardless of dendrimer generation.
