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Artículos de revistas sobre el tema "Homolysis"

Autor: Grafiati
Publicado: 25 de mayo de 2024
Última modificación: 31 de julio de 2025

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1

Zhang, Chen, Junxia Pi, Shu Chen, Ping Liu, and Peipei Sun. "Construction of a 4H-pyrido[4,3,2-gh]phenanthridin-5(6H)-one skeleton via a catalyst-free radical cascade addition/cyclization using azo compounds as radical sources." Organic Chemistry Frontiers 5, no. 5 (2018): 793–96. http://dx.doi.org/10.1039/c7qo00926g.

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The new radical addition/cyano insertion/homolytic aromatic substitution cascade reaction initiated by the thermal homolysis of azo compounds under catalyst-free conditions produced polycyclic phenanthridine derivatives.
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2

Shin, Jeongcheol, Jiseon Lee, Jong-Min Suh, and Kiyoung Park. "Ligand-field transition-induced C–S bond formation from nickelacycles." Chemical Science 12, no. 48 (2021): 15908–15. http://dx.doi.org/10.1039/d1sc05113j.

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d–d excitations can accelerate C–S reductive eliminations of nickelacycles via intersystem crossing to a repulsive 3(C-to-Ni charge transfer) state inducing Ni–C bond homolysis. This homolytic photoreactivity is common for organonickel(ii) complexes.
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3

Qianzhu, Haocheng, Wenjuan Ji, Xinjian Ji, et al. "Reactivity of the nitrogen-centered tryptophanyl radical in the catalysis by the radical SAM enzyme NosL." Chemical Communications 53, no. 2 (2017): 344–47. http://dx.doi.org/10.1039/c6cc08869d.

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The nitrogen-centered tryptophanyl radical produced by the radical SAM enzyme NosL can undergo both Cα–Cβ and Cα–C homolytic cleavages, and we show that the Cα–Cβ homolysis is energetically more favorable. The kinetics of NosL catalysis are also reported in this Communication.
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4

Ishihara, Koji, and Thomas Wilson Swaddle. "The pressure dependence of rates of homolytic fission of metal–ligand bonds in aqueous solution." Canadian Journal of Chemistry 64, no. 11 (1986): 2168–70. http://dx.doi.org/10.1139/v86-356.

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The volume of activation for the exclusively homolytic decomposition of protonated 4-pyridylmethylchromium(III) ion in aqueous HClO4 at 63.4 °C is +19 cm3 mol−1, with negligible dependence on pressure up to 350 MPa at least. The origins of the strongly positive volumes of activation that characterize homolysis of complex cations in aqueous solution are examined.
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5

Yorimitsu, Hideki. "Homolytic substitution at phosphorus for C–P bond formation in organic synthesis." Beilstein Journal of Organic Chemistry 9 (June 28, 2013): 1269–77. http://dx.doi.org/10.3762/bjoc.9.143.

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Organophosphorus compounds are important in organic chemistry. This review article covers emerging, powerful synthetic approaches to organophosphorus compounds by homolytic substitution at phosphorus with a carbon-centered radical. Phosphination reagents include diphosphines, chalcogenophosphines and stannylphosphines, which bear a weak P–heteroatom bond for homolysis. This article deals with two transformations, radical phosphination by addition across unsaturated C–C bonds and substitution of organic halides.
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6

Cameron, Dale R., Alison M. P. Borrajo, Gregory R. J. Thatcher, and Brian M. Bennett. "Organic nitrates, thionitrates, peroxynitrites, and nitric oxide: a molecular orbital study of the (X = O, S) rearrangement, a reaction of potential biological significance." Canadian Journal of Chemistry 73, no. 10 (1995): 1627–38. http://dx.doi.org/10.1139/v95-202.

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The rearrangement of organic thionitrate to sulfenyl nitrite potentially mediates the release of nitric oxide from organic nitrates, such as nitroglycerin, in the presence of thiol. The biological activity of these nitrovasodilators is proposed to result from release of nitric oxide in vivo. The thionitrate rearrangement bears analogy to the rearrangement of peroxynitrous acid to nitric acid, which has been proposed to mediate the biological toxicity of nitric oxide and superoxide. In this paper, the two concerted rearrangement processes and competing homolytic reactions are explored using mol
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7

Edeleva, Mariya, Gerard Audran, Sylvain Marque, and Elena Bagryanskaya. "Smart Control of Nitroxide-Mediated Polymerization Initiators’ Reactivity by pH, Complexation with Metals, and Chemical Transformations." Materials 12, no. 5 (2019): 688. http://dx.doi.org/10.3390/ma12050688.

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Because alkoxyamines are employed in a number of important applications, such as nitroxide-mediated polymerization, radical chemistry, redox chemistry, and catalysis, research into their reactivity is especially important. Typically, the rate of alkoxyamine homolysis is strongly dependent on temperature. Nonetheless, thermal regulation of such reactions is not always optimal. This review describes various ways to reversibly change the rate of C–ON bond homolysis of alkoxyamines at constant temperature. The major methods influencing C–ON bond homolysis without alteration of temperature are prot
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8

Shu, Xing-Zhong, and Xiaobo Pang. "Titanium: A Unique Metal for Radical Dehydroxylative Functionalization of Alcohols." Synlett 32, no. 13 (2021): 1269–74. http://dx.doi.org/10.1055/a-1406-0484.

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AbstractThe dehydroxylative functionalization of alcohols is synthetic appealing, but it remains a long-term challenge in the synthetic community. Low-valent titanium has shown the power to produce carbon radicals from alcohols via homolytic cleavage of the C–OH bonds and thus offers the potential to overcome this problem. In this perspective manuscript, we summarized the recent advance on radical dehydroxylative transformation of alcohols either promoted or catalyzed by titanium. The limitation and outlook of the studies in this field are also provided.1 Introduction2 Recent Developments in D
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9

Philip, R. D. Murray, H. Cox James, D. Chiapinni Nicholas, et al. "Photochemical and Electrochemical Applications of Proton-Coupled Electron Transfer in Organic Synthesis." Chemical Review 122 (November 23, 2021): 2017–291. https://doi.org/10.5281/zenodo.7296738.

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We present here a review of the photochemical and electrochemical applications of multi-site proton-coupled electron transfer (MS-PCET) in organic synthesis. MS-PCETs are redox mechanisms in which both an electron and a proton are exchanged together, often in a concerted elementary step. As such, MS-PCET can function as a non-classical mechanism for homolytic bond activation, providing opportunities to generate synthetically useful free radical intermediates directly from a wide variety of common organic functional groups. We present an introduction to MS-PCET and a practitioner’s guide
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10

Koppenol, Willem H., and Reinhard Kissner. "Can ONOOH Undergo Homolysis?" Chemical Research in Toxicology 11, no. 2 (1998): 87–90. http://dx.doi.org/10.1021/tx970200x.

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11

Turrà, Natascia, Ulrich Neuenschwander, and Ive Hermans. "Molecule-Induced Peroxide Homolysis." ChemPhysChem 14, no. 8 (2013): 1666–69. http://dx.doi.org/10.1002/cphc.201300130.

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12

Milne, Paul H., Danial D. M. Wayner, Dayal P. DeCosta, and James A. Pincock. "Substituent and charge distribution effects on the redox potentials of radicals. Thermodynamics for homolytic versus heterolytic cleavage in the 1-naphthylmethyl system." Canadian Journal of Chemistry 70, no. 1 (1992): 121–27. http://dx.doi.org/10.1139/v92-021.

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The electrochemical oxidation and reduction potentials of a number of substituted 1-methylnaphthalenes (1a-l) and 1-naphthylmethyl radicals (2a-l•) as well as 2-methylnaphthalene (3) and the 2-naphthylmethyl radical (4•) have been measured by cyclic voltammetry and photomodulation voltammetry. The oxidation potentials correlate with σ+ (ρ+ = −7.1 and −8.4 for 1 and 2• respectively) while the reduction potentials correlate with σ− (ρ− = 10.1 and 13.0 for 1 and 2• respectively). The relative magnitude of the ρ values can be rationalized when the charge density distribution in these systems is co
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13

Guselnikova, Olga, Gérard Audran, Jean-Patrick Joly, et al. "Establishing plasmon contribution to chemical reactions: alkoxyamines as a thermal probe." Chemical Science 12, no. 11 (2021): 4154–61. http://dx.doi.org/10.1039/d0sc06470j.

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14

Edeleva, Mariya, Denis Morozov, Dmitriy Parkhomenko, et al. "Versatile approach to activation of alkoxyamine homolysis by 1,3-dipolar cycloaddition for efficient and safe nitroxide mediated polymerization." Chemical Communications 55, no. 2 (2019): 190–93. http://dx.doi.org/10.1039/c8cc08541b.

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15

Chang, Mu-Chieh, Kate A. Jesse, Alexander S. Filatov, and John S. Anderson. "Reversible homolytic activation of water via metal–ligand cooperativity in a T-shaped Ni(ii) complex." Chemical Science 10, no. 5 (2019): 1360–67. http://dx.doi.org/10.1039/c8sc03719a.

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16

Sunada, Yusuke, Shintaro Ishida, Fumiya Hirakawa та ін. "Persistent four-coordinate iron-centered radical stabilized by π-donation". Chemical Science 7, № 1 (2016): 191–98. http://dx.doi.org/10.1039/c5sc02601f.

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17

Steffan, Carl R., James H. Espenson, and Andreja Bakac. "Oxidative homolysis of organochromium macrocycles." Inorganic Chemistry 30, no. 5 (1991): 1134–37. http://dx.doi.org/10.1021/ic00005a046.

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18

HUHTA, Marja S., Hao-Ping CHEN, Craig HEMANN, C. Russ HILLE, and E. Neil G. MARSH. "Protein–coenzyme interactions in adenosylcobalamin-dependent glutamate mutase." Biochemical Journal 355, no. 1 (2001): 131–37. http://dx.doi.org/10.1042/bj3550131.

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Glutamate mutase catalyses an unusual isomerization involving free-radical intermediates that are generated by homolysis of the cobalt–carbon bond of the coenzyme adenosylcobalamin (coenzyme B12). A variety of techniques have been used to examine the interaction between the protein and adenosylcobalamin, and between the protein and the products of coenzyme homolysis, cob(II)alamin and 5′-deoxyadenosine. These include equilibrium gel filtration, isothermal titration calorimetry, and resonance Raman, UV-visible and EPR spectroscopies. The thermodynamics of adenosylcobalamin binding to the protei
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19

Zhang, Sheng Jian, and Ying Xian Zhao. "Kinetics and Selectivity of Cyclohexane Pyrolysis." Advanced Materials Research 455-456 (January 2012): 540–48. http://dx.doi.org/10.4028/www.scientific.net/amr.455-456.540.

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Pyrolysis of cyclohexane was conducted with a plug-flow tube reactor at 873 K. The data of feed conversion fit first-order kinetics adequately, giving the apparent rate constant of 0.0092 s-1 . A chain mechanism of free radical reactions is proposed to interpret consumption of cyclohexane by four processes: homolysis of C-C bond (Path I) and homolysis of C-H bond (Path II ) in reaction chain initiation, H-abstraction of various radicals from feed molecule in reaction chain propagation (Path III ), and the process associated with coke formation (Path IV). The reaction path probability ratio of
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20

Cherkasov, Sergey, Dmitriy Parkhomenko, Alexander Genaev, et al. "NMR and EPR Study of Homolysis of Diastereomeric Alkoxyamines." Molecules 25, no. 21 (2020): 5080. http://dx.doi.org/10.3390/molecules25215080.

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Three alkoxyamines based on imidazoline radicals with a pyridine functional group—potential initiators of nitroxide-mediated, controlled radical polymerization—were synthesized. Electron Paramagnetic Resonance (EPR) measurements reveal biexponential kinetics for the thermolysis for diastereomeric alkoxyamines and monoexponential kinetics for an achiral alkoxyamine. For comparison, the thermolysis of all three alkoxyamines was studied by NMR in the presence of three different scavengers, namely tetramethylpiperidine-N-oxyl (TEMPO), thiophenol (PhSH), and β-mercaptoethanol (BME), and detailed an
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21

Zhang, Ze Ping, Yan Lu, Min Zhi Rong, and Ming Qiu Zhang. "A thermally remendable and reprocessable crosslinked methyl methacrylate polymer based on oxygen insensitive dynamic reversible C–ON bonds." RSC Advances 6, no. 8 (2016): 6350–57. http://dx.doi.org/10.1039/c5ra22275c.

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22

Zhao, Bo, Ju-You Lu, Yang Li, et al. "Regioisomerized atom transfer radical addition (ATRA) of olefins with dichlorofluorocarbons." RSC Advances 5, no. 123 (2015): 101412–15. http://dx.doi.org/10.1039/c5ra19244g.

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23

Nguyen, Zachary A., Dylan G. Boucher, Kevin McFadden, and Shelley Minteer. "Electrolyte Cage Effects in Organic Electrosynthesis: Measuring and Driving Selectivity." ECS Meeting Abstracts MA2024-02, no. 53 (2024): 3619. https://doi.org/10.1149/ma2024-02533619mtgabs.

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Electrochemical organic synthesis shows promise for the sustainable synthesis of agrochemical and pharmaceutically relevant molecules. However, the complexity of integrating organic and electrochemical methods often leads to overlooked reaction parameters. For example, electrolyte salts are used to decrease resistivity of the electrochemical cell and are traditionally viewed as benign species in electrochemical systems. However, the electroorganic literature is filled with examples in which changing the identity of the electrolyte impacts the reaction selectivity significantly, implying that t
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24

Audran, Gérard, Raphael Bikanga, Paul Brémond, et al. "How intramolecular hydrogen bonding (IHB) controls the C–ON bond homolysis in alkoxyamines." Organic & Biomolecular Chemistry 15, no. 39 (2017): 8425–39. http://dx.doi.org/10.1039/c7ob02223a.

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25

Li, Hong Zhi, Lin Li, Zi Yan Zhong, Yi Han, LiHong Hu, and Ying Hua Lu. "An Accurate and Efficient Method to Predict Y-NO Bond Homolysis Bond Dissociation Energies." Mathematical Problems in Engineering 2013 (2013): 1–10. http://dx.doi.org/10.1155/2013/860357.

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The paper suggests a new method that combines the Kennard and Stone algorithm (Kenstone, KS), hierarchical clustering (HC), and ant colony optimization (ACO)-based extreme learning machine (ELM) (KS-HC/ACO-ELM) with the density functional theory (DFT) B3LYP/6-31G(d) method to improve the accuracy of DFT calculations for the Y-NO homolysis bond dissociation energies (BDE). In this method, Kenstone divides the whole data set into two parts, the training set and the test set; HC and ACO are used to perform the cluster analysis on molecular descriptors; correlation analysis is applied for selectin
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26

Zheng, Yue, Qian-Xiong Zhou, Yang-Yang Zhang, Chao Li, Yuan-Jun Hou, and Xue-Song Wang. "Substituent effect and wavelength dependence of the photoinduced Ru–O homolysis in the [Ru(bpy)2(py-SO3)]+-type complexes." Dalton Transactions 45, no. 7 (2016): 2897–905. http://dx.doi.org/10.1039/c5dt03694a.

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27

Li, Jun, Yang Yang, Ping Zhang, James R. Sounik, and Malcolm E. Kenney. "Synthesis, properties and drug potential of the photosensitive alkyl- and alkylsiloxy-ligated silicon phthalocyanine Pc 227." Photochem. Photobiol. Sci. 13, no. 12 (2014): 1690–98. http://dx.doi.org/10.1039/c4pp00321g.

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28

Gong, Xianyun, Hongjun Kang, Yuyan Liu, and Songquan Wu. "Decomposition mechanisms and kinetics of amine/anhydride-cured DGEBA epoxy resin in near-critical water." RSC Advances 5, no. 50 (2015): 40269–82. http://dx.doi.org/10.1039/c5ra03828f.

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29

Audran, Gerard, Matisse Batsiandzy Ibanou, Paul Brémond, Jean-Patrick Joly, and Sylvain R. A. Marque. "Part 10: chemically triggered alkoxyamine C–ON bond homolysis in ionic liquid solvents." RSC Advances 5, no. 93 (2015): 76660–65. http://dx.doi.org/10.1039/c5ra13899j.

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30

Fokin, Andrey A., Boryslav A. Tkachenko, Oleg I. Korshunov, Pavel A. Gunchenko, and Peter R. Schreiner. "Molecule-Induced Alkane Homolysis with Dioxiranes." Journal of the American Chemical Society 123, no. 45 (2001): 11248–52. http://dx.doi.org/10.1021/ja0158096.

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31

Sturzbecher-Höhne, Manuel, Thomas Nauser, Reinhard Kissner, and Willem H. Koppenol. "Photon-Initiated Homolysis of Peroxynitrous Acid." Inorganic Chemistry 48, no. 15 (2009): 7307–12. http://dx.doi.org/10.1021/ic900614e.

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32

Gaudel-Siri, Anouk, Didier Siri, and Paul Tordo. "Homolysis ofN-alkoxyamines: A Computational Study." ChemPhysChem 7, no. 2 (2006): 430–38. http://dx.doi.org/10.1002/cphc.200500308.

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33

Song, Wenjing, and Andreja Bakac. "Oxidative Homolysis of a Nitrosylchromium Complex." Chemistry - A European Journal 14, no. 16 (2008): 4906–12. http://dx.doi.org/10.1002/chem.200701750.

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34

Koirala, Agni Raj, Son Docao, and Kyung Byung Yoon. "Photocatalytic homolysis of methyl formate to dry formaldehyde on PdO/TiO2: photocatalytic reverse Tishchenko reaction of methyl formate." RSC Adv. 4, no. 63 (2014): 33144–48. http://dx.doi.org/10.1039/c4ra05744a.

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35

Nkolo, Paulin, Gérard Audran, Raphael Bikanga, Paul Brémond, Sylvain R. A. Marque, and Valérie Roubaud. "C–ON bond homolysis of alkoxyamines: when too high polarity is detrimental." Organic & Biomolecular Chemistry 15, no. 29 (2017): 6167–76. http://dx.doi.org/10.1039/c7ob01312d.

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In this article, previous multi-parameter linear relationships are amended using a parabolic model to describe the effect of EWGs in the alkyl fragment of alkoxyamines on the homolysis rate constant k<sub>d</sub>.
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36

Nesterova, Oksana V., Maxim L. Kuznetsov, Armando J. L. Pombeiro, Georgiy B. Shul'pin, and Dmytro S. Nesterov. "Homogeneous oxidation of C–H bonds with m-CPBA catalysed by a Co/Fe system: mechanistic insights from the point of view of the oxidant." Catalysis Science & Technology 12, no. 1 (2022): 282–99. http://dx.doi.org/10.1039/d1cy01991k.

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A Co/Fe system efficiently catalyses the oxidation of C–H bonds with m-CPBA. The nitric acid promoter hampers the m-CPBA homolysis, suppressing the free radical activity. Experimental and computational data evidence a concerted oxidation mechanism.
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37

Audran, Gérard, Lionel Bosco, Paul Brémond, et al. "Enzymatic triggering of C–ON bond homolysis of alkoxyamines." Organic Chemistry Frontiers 6, no. 21 (2019): 3663–72. http://dx.doi.org/10.1039/c9qo00899c.

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Alkoxyamine 1 is selectively hydrolyzed by chymotrypsin and substilisin A into alkoxyamine 2H+ for which C–ON bond homolysis occurred with a 4-fold increase in rate constants compared to 1 while non-specific proteases had no effect.
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38

Audran, Gérard, Elena Bagryanskaya, Irina Bagryanskaya, et al. "How intramolecular coordination bonding (ICB) controls the homolysis of the C–ON bond in alkoxyamines." RSC Advances 9, no. 44 (2019): 25776–89. http://dx.doi.org/10.1039/c9ra05334d.

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Because the C–ON bond homolysis rate constant k<sub>d</sub> is an essential parameter of alkoxyamine reactivity, it is especially important to tune k<sub>d</sub> without a major alteration of the structure of the molecule.
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39

Torti, Edoardo, Gioia Della Giustina, Stefano Protti, Daniele Merli, Giovanna Brusatin, and Maurizio Fagnoni. "Aryl tosylates as non-ionic photoacid generators (PAGs): photochemistry and applications in cationic photopolymerizations." RSC Advances 5, no. 42 (2015): 33239–48. http://dx.doi.org/10.1039/c5ra03522h.

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Irradiation of aryl tosylates leads to homolysis of the ArO–S bond and PTSA or p-toluenesulfinic acid was released. The aryl sulfonates tested were then used as non-ionic photoacid generators (PAGs) in hybrid organic/inorganic sol–gel photoresists.
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40

Audran, Gérard, Elena Bagryanskaya, Irina Bagryanskaya, et al. "C–ON bond homolysis of alkoxyamines triggered by paramagnetic copper(ii) salts." Inorganic Chemistry Frontiers 3, no. 11 (2016): 1464–72. http://dx.doi.org/10.1039/c6qi00277c.

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Pyridine-based alkoxyamines were used as ligands for Cu(hfac)<sub>2</sub> to prepare the first metallic complexes of alkoxyamines. Structures of complexes were determined by X-ray analysis and a 21-fold increase in the C–ON bond homolysis was observed.
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41

Williams, G. K., and T. B. Brill. "Thermal Decomposition of Energetic Materials 70: Kinetics of Organic Peroxide Decomposition Derived from the Filament Control Voltage of T-Jump/FT-IR Spectroscopy." Applied Spectroscopy 51, no. 3 (1997): 423–27. http://dx.doi.org/10.1366/0003702971940314.

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An evaluation is made about whether T-jump/FT-IR spectroscopy can be used to determine the decomposition kinetics (Arrhenius Ea and ln A parameters) of energetic organic peroxides at high temperature following very rapid heating. Polystyrene peroxide (PSP) and benzoyl peroxide were investigated, but PSP was chosen for detailed study because of its known, simple, decomposition process. The shape of the control voltage trace of the Pt filament yields kinetic constants which are reasonable for O–O bond homolysis as the rate-determining step: Ea = 39 kcal/mol, ln ( A, s−1) = 45.9. These Arrhenius
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42

Poli, Rinaldo. "A journey into metal–carbon bond homolysis." Comptes Rendus. Chimie 24, no. 1 (2021): 147–75. http://dx.doi.org/10.5802/crchim.73.

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43

Venneri, Paul C., and John Warkentin. "Homolysis of Carbenes. Free Radicals from Dialkoxycarbenes." Journal of the American Chemical Society 120, no. 43 (1998): 11182–83. http://dx.doi.org/10.1021/ja982566h.

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44

Blau, Reed J., and James H. Espenson. "Homolysis and electron-transfer reactions of benzylcobalamin." Journal of the American Chemical Society 107, no. 12 (1985): 3530–33. http://dx.doi.org/10.1021/ja00298a021.

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45

Kelley, Douglas G., Adam Marchaj, Andreja Bakac, and James H. Espenson. "Formation and homolysis of organonickel(III) complexes." Journal of the American Chemical Society 113, no. 20 (1991): 7583–87. http://dx.doi.org/10.1021/ja00020a020.

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46

Zhulin, V. M., T. V. Lipovich, and V. L. Antonovskii. "Homolysis of dicyclohexyl peroxydicarbonate at various pressures." Bulletin of the Academy of Sciences of the USSR Division of Chemical Science 37, no. 7 (1988): 1338–42. http://dx.doi.org/10.1007/bf00962735.

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47

Bakac, Andreja, James H. Espenson, and James A. Janni. "Oxidative homolysis of the superoxopentaaquachromium(III)ion." Journal of the Chemical Society, Chemical Communications, no. 3 (1994): 315. http://dx.doi.org/10.1039/c39940000315.

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48

Beaudoin, Emmanuel, Denis Bertin, Didier Gigmes, Sylvain R. A. Marque, Didier Siri, and Paul Tordo. "Alkoxyamine C–ON Bond Homolysis: Stereoelectronic Effects." European Journal of Organic Chemistry 2006, no. 7 (2006): 1755–68. http://dx.doi.org/10.1002/ejoc.200500725.

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49

Sandhiya, Lakshmanan, and Hendrik Zipse. "OO bond homolysis in hydrogen peroxide." Journal of Computational Chemistry 38, no. 25 (2017): 2186–92. http://dx.doi.org/10.1002/jcc.24870.

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Sana, Michel, Georges Leroy, Jean-Luc Vaerman, and Heinz Gunter Viehe. "The thermal isomerization of bicyclic oxazines into epoxyepimines. A preliminary theoretical study." Canadian Journal of Chemistry 68, no. 9 (1990): 1625–28. http://dx.doi.org/10.1139/v90-251.

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The thermal isomerization of bicyclic oxazines 1 to epoxyepimines 2 depends on the N-substituent. BDE calculations on model systems agree with the mechanistic picture. The rate-determining step in N—O bond homolysis is facilitated by N-vinyl substituents. Keywords: oxazines, BDE, NO bond, substituent effect.
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