Ru-Catalyzed Repetitive Batch Borylative Coupling of Olefins

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Ru-Catalyzed Repetitive Batch Borylative Coupling of Olefins ( ru-catalyzed-repetitive-batch-borylative-coupling-olefins )

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Catalysts 2020, 10, 762 15 of 15 29. Szyling, J.; Walkowiak, J.; Sokolnicki, T.; Franczyk, A.; Stefanowska, K.; Klarek, M. PEG-mediated recyclable borylative coupling of vinyl boronates with olefins. J. Catal. 2019, 376, 219–227. [CrossRef] 30. Szyling, J.; Franczyk, A.; Stefanowska, K.; Maciejewski, H.; Walkowiak, J.d. Recyclable hydroboration of alkynes using RuH@ IL and RuH@ IL/scCO2 catalytic systems. ACS Sustain. Chem. Eng. 2018, 6, 10980–10988. [CrossRef] 31. Szyling, J.; Franczyk, A.; Stefanowska, K.; Klarek, M.; Maciejewski, H.; Walkowiak, J. An effective catalytic hydroboration of alkynes in supercritical CO2 under repetitive batch mode. ChemCatChem 2018, 10, 531–539. [CrossRef] 32. Szyling, J.; Franczyk, A.; Stefanowska, K.; Walkowiak, J. A recyclable Ru (CO) Cl (H)(PPh3) 3/PEG catalytic system for regio-and stereoselective hydroboration of terminal and internal alkynes. Adv. Synth. Catal. 2018, 360, 2966–2974. [CrossRef] 33. Stefanowska, K.; Franczyk, A.; Szyling, J.; Salamon, K.; Marciniec, B.; Walkowiak, J. An effective hydrosilylation of alkynes in supercritical CO2–A green approach to alkenyl silanes. J. Catal. 2017, 356, 206–213. [CrossRef] 34. Szyling,J.;Franczyk,A.;Pawluc ́,P.;Marciniec,B.;Walkowiak,J.Astereoselectivesynthesisof(E)-or (Z)-β-arylvinyl halides via a borylative coupling/halodeborylation protocol. Org. Biomol. Chem. 2017, 15, 3207–3215. [CrossRef] 35. Szyling, J.; Walkowiak, J. Effective one-pot synthesis of (E)-poly (vinyl arylenes) via trans-borylation/Suzuki coupling protocol. Green Proc. Synth. 2017, 6, 301–310. [CrossRef] 36. Denmark, S.E.; Tymonko, S.A. Sequential cross-coupling of 1, 4-bissilylbutadienes: Synthesis of unsymmetrical 1, 4-disubstituted 1, 3-butadienes. J. Am. Chem. Soc. 2005, 127, 8004–8005. [CrossRef] 37. Carreras, J.; Caballero, A.; Pérez, P.J. Alkenyl boronates: Synthesis and applications. Chem. Asian J. 2019, 14, 329–343. [CrossRef] 38. Pawluc ́, P.; Franczyk, A.; Walkowiak, J.; Hreczycho, G.; Kubicki, M.; Marciniec, B. (E)-9-(2-Iodovinyl)-9H-carbazole: A new coupling reagent for the synthesis of π-conjugated carbazoles. Org. Lett. 2011, 13, 1976–1979. [CrossRef] 39. Aubin, S.; Le Floch, F.; Carrié, D.; Guegan, J.P.; Vaultier, M. Transition-metal-catalyzed hydrosilylation and hydroboration of terminal alkynes in ionic liquids. In Ionic Liquids; ACS Symposium Series; American Chemical Society: Washington, DC, USA, 2002; Volume 818, pp. 334–346. 40. Marciniec, B.; Jankowska, M.; Pietraszuk, C. New catalytic route to functionalized vinylboronates. Chem. Commun. 2005, 663–665. [CrossRef] [PubMed] 41. Marciniec, B.; Walkowiak, J. Ruthenium (II) complex catalyzed O-borylation of alcohols with vinylboronates. Synlett 2009, 2009, 2433–2436. [CrossRef] 42. Marciniec, B.; Walkowiak, J. New catalytic route to borasiloxanes. Chem. Commun. 2008, 2695–2697. [CrossRef] [PubMed] 43. Walkowiak, J.; Marciniec, B. A new catalytic method for the synthesis of boroxanes. Tetrahedron Lett. 2010, 51, 6177–6180. [CrossRef] 44. Blanchard, L.A.; Gu, Z.; Brennecke, J.F. High-pressure phase behavior of ionic liquid/CO2 systems. J. Phys. Chem. B 2001, 105, 2437–2444. [CrossRef] 45. Yi, C.S.; Lee, D.W.; Chen, Y. Hydrovinylation and [2 + 2] cycloaddition reactions of alkynes and alkenes catalyzed by a well-defined cationic ruthenium—Alkylidene complex. Organometallics 1999, 18, 2043–2045. [CrossRef] 46. Ahmad, N.; Levison, J.J.; Robinson, S.; Uttley, M.; Wonchoba, E.; Parshall, G. Complexes of ruthenium, osmium, rhodium, and iridium containing hydride carbonyl, or nitrosyl ligands. Inorg. Synth. 1974, 15, 45–64. © 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).

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