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220 results

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Page 1
Studies on the Regioselective Rearrangement of Azanorbornanic Aminyl Radicals into 2,8-Diazabicyclo[3.2.1]oct-2-ene Systems.
de Montes EG, Tallarida MA, Carmona AT, Navo CD, Robina I, Elías-Rodríguez P, Jiménez-Osés G, Moreno-Vargas AJ. de Montes EG, et al. J Org Chem. 2022 Dec 16;87(24):16483-16491. doi: 10.1021/acs.joc.2c02201. Epub 2022 Dec 1. J Org Chem. 2022. PMID: 36455216 Free PMC article.
Aminyl radicals are nitrogen-centered radicals of interest in synthetic strategies involving C-N bond formation due to their high reactivity. ...In this work, we report the regioselective rearrangement of azanorbornanic ([2.2.1]azabicyclic) aminyl radicals into 2,8- …
Aminyl radicals are nitrogen-centered radicals of interest in synthetic strategies involving C-N bond formation due to their high rea …
Quinazolinones/Benzothiadiazines as Amidyl/Aminyl Radical Precursors for Controlled Cascade Cyclization via Photocatalyzed PCET.
Bhargava Reddy M, Prasanth K, Neerathilingam N, Anandhan R. Bhargava Reddy M, et al. Org Lett. 2022 Nov 11;24(44):8158-8163. doi: 10.1021/acs.orglett.2c03222. Epub 2022 Oct 27. Org Lett. 2022. PMID: 36301528
Quinazolinones/benzothiadiazines were used as amidyl/aminyl radical precursors for cascade cyclizations via a photoredox-catalyzed proton-coupled electron transfer (PCET) process for the first time. A controlled synthesis of isoindole-fused quinazolinones/benzothiadiazines …
Quinazolinones/benzothiadiazines were used as amidyl/aminyl radical precursors for cascade cyclizations via a photoredox-catalyzed pr …
PEGylated, Water-Soluble, Stable Aminyl Radical.
Wang Y, Rajca S, Rajca A. Wang Y, et al. J Org Chem. 2017 Jul 21;82(14):7512-7518. doi: 10.1021/acs.joc.7b01212. Epub 2017 Jul 12. J Org Chem. 2017. PMID: 28654284 Free PMC article.
We report the synthesis and kinetic study of PEGylated, water-soluble aminyl radical 2. The radical possesses four mPEG-3 groups replacing four methyl groups in the tert-butyl groups at the 3- and 6-positions of 1,3,6,8-tetra-tert-butyl carbazyl (TTBC). ...In dry, degassed …
We report the synthesis and kinetic study of PEGylated, water-soluble aminyl radical 2. The radical possesses four mPEG-3 groups repl …
Copper-Catalyzed Aminoarylation of Alkenes via Aminyl Radical Addition and Aryl Migration.
Wang JL, Liu ML, Zou JY, Sun WH, Liu XY. Wang JL, et al. Org Lett. 2022 Jan 14;24(1):309-313. doi: 10.1021/acs.orglett.1c03973. Epub 2021 Dec 21. Org Lett. 2022. PMID: 34931822
The mechanistic studies indicate that the transformation can involve aminyl radical intermediates under acid-free condition....
The mechanistic studies indicate that the transformation can involve aminyl radical intermediates under acid-free condition....
Neutral Aminyl Radicals Derived from Azoimidazolium Dyes.
Eymann LY, Tskhovrebov AG, Sienkiewicz A, Bila JL, Živković I, Rønnow HM, Wodrich MD, Vannay L, Corminboeuf C, Pattison P, Solari E, Scopelliti R, Severin K. Eymann LY, et al. J Am Chem Soc. 2016 Nov 23;138(46):15126-15129. doi: 10.1021/jacs.6b09124. Epub 2016 Nov 14. J Am Chem Soc. 2016. PMID: 27933881
The synthesis and characterization of a new class of neutral aminyl radicals is reported. Monoradicals were obtained by reduction of azoimidazolium dyes with potassium. ...
The synthesis and characterization of a new class of neutral aminyl radicals is reported. Monoradicals were obtained by reduction of …
High-Spin S = 3/2 Ground-State Aminyl Triradicals: Toward High-Spin Oligo-Aza Nanographenes.
Zhang H, Pink M, Wang Y, Rajca S, Rajca A. Zhang H, et al. J Am Chem Soc. 2022 Oct 26;144(42):19576-19591. doi: 10.1021/jacs.2c09241. Epub 2022 Oct 17. J Am Chem Soc. 2022. PMID: 36251959 Free PMC article.
We report high-spin aminyl triradicals with near-planar triphenylene backbones. Near-planarity of the fused aminyl radicals and the 2,6,10-triphenylene ferromagnetic coupling unit (FCU), magnetically equivalent to three fused 3,4'-biphenyl FCUs, assures an effective …
We report high-spin aminyl triradicals with near-planar triphenylene backbones. Near-planarity of the fused aminyl radicals an …
Aminyl and iminyl radicals from arylhydrazones in the photo-induced DNA cleavage.
Hwu JR, Lin CC, Chuang SH, King KY, Su TR, Tsay SC. Hwu JR, et al. Bioorg Med Chem. 2004 May 15;12(10):2509-15. doi: 10.1016/j.bmc.2004.03.037. Bioorg Med Chem. 2004. PMID: 15110832
Photolytic cleavage of the nitrogen-nitrogen single bond in benzaldehyde phenylhydrazones produced aminyl (R2N*) and iminyl (R2C=N*) radicals. This photochemical property was utilized in the development of hydrazones as photo-induced DNA-cleaving agents. ...Attachment of t …
Photolytic cleavage of the nitrogen-nitrogen single bond in benzaldehyde phenylhydrazones produced aminyl (R2N*) and iminyl (R2C=N*) …
Mechanism of Reduction of an Aminyl Radical Intermediate in the Radical SAM GTP 3',8-Cyclase MoaA.
Pang H, Walker LM, Silakov A, Zhang P, Yang W, Elliott SJ, Yokoyama K. Pang H, et al. J Am Chem Soc. 2021 Sep 1;143(34):13835-13844. doi: 10.1021/jacs.1c06268. Epub 2021 Aug 23. J Am Chem Soc. 2021. PMID: 34423974 Free PMC article.
Here, we report a mechanistic investigation of the radical quenching step in MoaA, a chemically challenging reduction of 3',8-cyclo-GTP-N7 aminyl radical. We first determined the reduction potentials of [4Fe-4S](RS) and [4Fe-4S](AUX) as -510 mV and -455 mV, respectively, u …
Here, we report a mechanistic investigation of the radical quenching step in MoaA, a chemically challenging reduction of 3',8-cyclo-GTP-N7 …
Coordinatively Unsaturated Amidotitanocene Cations with Inverted sigma and pi Bond Strengths: Controlled Release of Aminyl Radicals and Hydrogenation/Dehydrogenation Catalysis.
Bonnin Q, Edlová T, Sosa Carrizo ED, Fleurat-Lessard P, Brandès S, Cattey H, Richard P, Le Gendre P, Normand AT. Bonnin Q, et al. Chemistry. 2021 Dec 23;27(72):18175-18187. doi: 10.1002/chem.202103487. Epub 2021 Nov 15. Chemistry. 2021. PMID: 34669988
In solution, 1 a-c undergo photolytic Ti-N cleavage to release Ti(III) species and aminyl radicals NPhAr. Reaction of 1 b with H(3) BNHMe(2) results in fast homolytic Ti-N cleavage to give [Cp(2) Ti(H(3) BNHMe(2) )][B(C(6) F(5) )(4) ] (3). 1 a-c are highly active precataly …
In solution, 1 a-c undergo photolytic Ti-N cleavage to release Ti(III) species and aminyl radicals NPhAr. Reaction of 1 b with H(3) B …
Electron-Mediated Aminyl and Iminyl Radicals from C5 Azido-Modified Pyrimidine Nucleosides Augment Radiation Damage to Cancer Cells.
Wen Z, Peng J, Tuttle PR, Ren Y, Garcia C, Debnath D, Rishi S, Hanson C, Ward S, Kumar A, Liu Y, Zhao W, Glazer PM, Liu Y, Sevilla MD, Adhikary A, Wnuk SF. Wen Z, et al. Org Lett. 2018 Dec 7;20(23):7400-7404. doi: 10.1021/acs.orglett.8b03035. Epub 2018 Nov 20. Org Lett. 2018. PMID: 30457873 Free PMC article.
The addition of radiation-produced electrons to C5-azido nucleosides leads to the formation of pi-aminyl radicals followed by facile conversion to sigma-iminyl radicals either via a bimolecular reaction involving intermediate alpha-azidoalkyl radicals in AmdU/AmdC or by ta …
The addition of radiation-produced electrons to C5-azido nucleosides leads to the formation of pi-aminyl radicals followed by facile …
220 results