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Mechanism of rhodium‐catalyzed hydroacylation of propylene using formaldehyde: A computational study
Author(s) -
Wang Fen,
Meng Qingxi,
Li Ming
Publication year - 2009
Publication title -
international journal of quantum chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.484
H-Index - 105
eISSN - 1097-461X
pISSN - 0020-7608
DOI - 10.1002/qua.21992
Subject(s) - hydroacylation , formaldehyde , aldehyde , chemistry , catalysis , exothermic reaction , rhodium , density functional theory , photochemistry , computational chemistry , reaction mechanism , organic chemistry
Density functional theory was used to study Rh(I)‐catalyzed hydroacylation of propylene and formaldehyde. All the intermediates and the transition states were optimized completely at the B3LYP/6‐311++G(d,p) level (LANL2DZ(d) for Rh, P). Calculation results confirm that Rh(I)‐catalyzed hydroacylation of propylene and formaldehyde is exothermic, and the total released Gibbs free energy is about −33 kJ mol −1 . This hydroacylation have eight possible pathways, and pathways (1), (2), (3), and (4) are the dominant reaction channels. The dominant product predicted theoretically is butyl aldehyde, and it is a linear product, which agrees well with these experiments. © 2009 Wiley Periodicals, Inc. Int J Quantum Chem, 2010