Han, Joon Soo Kang, Seung-Hyun Jung, Ii Nam Yoo, Bok Ryul 2024-01-20T03:03:24Z 2024-01-20T03:03:24Z 2021-09-05 2016-10-25 1226-086X https://pubs.kist.re.kr/handle/201004/123544 Aromatic carbonyl compounds such as aromatic aldehydes and ketones [(RRC)-R-1-C-2=O: R-1=H; R-2=Ph (1a), 2,4-Cl2Ph (1b), 2,4-Me2Ph (1c): R-1=Ph; R-2=Ph (1d), 4-C1Ph (1e), 4-MePh (2f), 2,4-Me2Ph (1g) undergo the deoxygenative silylation with HSiCl3 in the presence of Bu4PCl at 150 degrees C within 1.0-1.5 h to give arylmethyltrichlorosilanes 2 ((RRCH)-R-1-C-2-SiCl3) in high yields (85-95%). The reactivity of aromatic carbonyl compounds decreases with increasing the electron withdrawing ability of substituent(s) on the benzene ring. A highly efficient synthetic route to arylmethyltrichlorosilanes has been developed starting from aromatic aldehydes and ketones in this study. (C) 2016 The Korean Society of Industrial and Engineering Chemistry. Published by Elsevier B.V. All rights reserved. English ELSEVIER SCIENCE INC C COUPLING REACTION ORGANOSILICON COMPOUNDS PENTACOORDINATE HYDRIDOSILICATES SELECTIVE REDUCTION TRICHLOROSILANE HYDROSILANES REACTIVITY KETONES HYDROSILYLATION DIHYDRIDOSILICATES Deoxygenative silylation of aromatic carbonyl compounds with HSiCl3 in the presence of quaternary phosphonium chloride: A facile route to arylmethyltrichlorosilane Article 10.1016/j.jiec.2016.08.015 1 JOURNAL OF INDUSTRIAL AND ENGINEERING CHEMISTRY, v.42, pp.157 - 161 JOURNAL OF INDUSTRIAL AND ENGINEERING CHEMISTRY 42 157 161 scie scopus kci ART002157135 000384873100022 2-s2.0-84991030225 Chemistry, Multidisciplinary Engineering, Chemical Chemistry Engineering Article C COUPLING REACTION ORGANOSILICON COMPOUNDS PENTACOORDINATE HYDRIDOSILICATES SELECTIVE REDUCTION TRICHLOROSILANE HYDROSILANES REACTIVITY KETONES HYDROSILYLATION DIHYDRIDOSILICATES Trichlorosilane Aromatic carbonyl compounds Arylmethyltrichlorosilane Si-C coupling Deoxygenative silylation