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- Title
Suzuki‐Miyaura Cross‐Coupling Reaction Using Palladium Catalysts Supported on Phosphine Periodic Mesoporous Organosilica.
- Authors
Iizuka, Kosuke; Maegawa, Yoshifumi; Shimoyama, Yoshihiro; Sakamoto, Kei; Kayakiri, Natsuko; Goto, Yasutomo; Naganawa, Yuki; Tanaka, Shinji; Yoshida, Masaru; Inagaki, Shinji; Nakajima, Yumiko
- Abstract
Phosphine periodic mesoporous organosilicas (R‐P‐PMO‐TMS: R=Ph, tBu), which possess electron‐donating alkyl substituents on the phosphorus atom, were synthesized using bifunctional compounds with alkoxysilyl‐ and phosphino groups, bis[3‐(triethoxysilyl)propyl]phenylphosphine borane (1 a) and bis[3‐(triethoxysilyl)propyl]‐tert‐butylphosphine borane (1 b). Immobilization of Pd(0) species was performed to give R‐P‐Pd‐PMO‐TMS: R=Ph (2 a), tBu (3 a), respectively. The Pd(0) immobilized 2 a and 3 a were applicable as catalysts for Suzuki‐Miyaura cross‐coupling reactions of aryl chlorides with phenylboronic acid. It was revealed that 3 a bearing more electron‐donating tBu groups exhibited higher catalytic activity. Various functional groups including both electron withdrawing and donating substituents were compatible in the system. The recyclability of 3 a was examined to support its moderate utility for the recycle use.
- Subjects
SUZUKI reaction; CATALYST supports; PALLADIUM catalysts; ARYL chlorides; PHOSPHINE; CATALYTIC activity; WASTE recycling
- Publication
Chemistry - A European Journal, 2024, Vol 30, Issue 8, p1
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.202303159