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Back Cover: The Transmetalation Process in Suzuki–Miyaura Reactions: Calculations Indicate Lower Barrier via Boronate Intermediate (ChemCatChem 11/2014)
Author(s) -
Ortuño Manuel A.,
Lledós Agustí,
Maseras Feliu,
Ujaque Gregori
Publication year - 2014
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201490067
Subject(s) - transmetalation , chemistry , density functional theory , suzuki reaction , computational chemistry , oxidative addition , hydroxide , combinatorial chemistry , transition state , palladium , organic chemistry , catalysis
Lower the barrier to get the prize! The cover picture displays key transition‐state structures in Suzuki‐Miyaura cross‐coupling reactions computed at density functional theory (DFT) level. In their Full Paper on p. 3132 ff., M. A. Ortuño et al. perform DFT calculations to account for the role of the hydroxide base in the Suzuki‐Miyaura transmetalation step, considering either boronate species or Pd‐hydroxo complexes. Theory confirms that both scenarios leading to Pd‐boronate species are feasible, although the pathway involving boronate intermediates is favored. Overall, the highest energy transition state corresponds with the Pd‐C bond formation process. The mechanistic proposal is compatible with the available experimental evidence.