Details

Autor(en) / Beteiligte

• Hu, Lingfei
• Gao, Han
• Hu, Yanlei
• Lv, Xiangying
• Wu, Yan-Bo
• Lu, Gang

Titel

Computational study of silver-catalyzed stereoselective hydroalkylation of alkynes: Pauli repulsion controlled Z / E selectivity

Ist Teil von

• Chemical communications (Cambridge, England), 2021-06, Vol.57 (52), p.6412-6415

Ort / Verlag

Cambridge: Royal Society of Chemistry

Erscheinungsjahr

2021

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• The mechanism and origin of stereoselectivity of silver-catalyzed hydroalkylation of alkynes were computationally investigated at the B3LYP-D3BJ/6-311+G(d,p)-SDD//B3LYP/6-31G(d)-LANL2DZ level. The complex of alkynyl trialkylboronate with cationic silver is a key intermediate, which triggers the rate- and stereoselectivity-determining 1,2-migration step. Energy decomposition analysis indicates that the difference of Pauli repulsion dominates the stereoselectivity.