AI Article Synopsis
- Researchers synthesized new phosphine-based mesoporous organosilicas with electron-donating alkyl groups on phosphorus using bifunctional compounds.
- The synthesized materials were used to immobilize palladium (Pd) species, resulting in effective catalysts for Suzuki-Miyaura cross-coupling reactions between aryl chlorides and phenylboronic acid.
- The catalyst with tert-butyl groups (3 a) showed greater catalytic activity and compatibility with various functional groups, and its recyclability was tested, demonstrating moderate effectiveness for reuse.
Article 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.
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