Literature DB >> 16522117

A combined kinetic-quantum mechanical model for assessment of catalytic cycles: application to cross-coupling and Heck reactions.

Sebastian Kozuch1, Sason Shaik.   

Abstract

The efficiency of catalytic cycles is measured by their turnover frequency (TOF). The degree of TOF control determines which states contribute most to the rate of the cycle, and thus indicates the steps that have the highest impact on the cycle. A kinetic model developed by Christiansen (Christiansen, J. A. Adv. Catal. 1953, 5, 311) for catalytic cycles is implemented here in a form that utilizes state energies. This enables one to assess the efficiency of quantum mechanically computed catalytic cycles like the palladium-catalyzed cross-coupling and Heck reactions, to test alternative hypotheses, and to make some predictions. This implementation can also account for effects such as Sabatier's volcano curve for heterogeneous catalysis. The model leads to a dependence of the TOF for any cycle on the "corrected" energy span quantity, deltaE, whose precise expression depends on the location of the summit and trough of the cycle in the step sequence of the cycle. Thus, knowing the highest energy transition state, the most abundant reaction intermediate, and the reaction energy enables one to make quick predictions about relative efficiency of cycles. At the same time, the degree of TOF control determines which states contribute most to the rate of reaction, and thus indicates the values to be included in the calculation of the energetic span and the steps that may be tinkered with to improve the cycle.

Entities:  

Year:  2006        PMID: 16522117     DOI: 10.1021/ja0559146

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  18 in total

1.  Computational Approach to Molecular Catalysis by 3d Transition Metals: Challenges and Opportunities.

Authors:  Konstantinos D Vogiatzis; Mikhail V Polynski; Justin K Kirkland; Jacob Townsend; Ali Hashemi; Chong Liu; Evgeny A Pidko
Journal:  Chem Rev       Date:  2018-10-30       Impact factor: 60.622

2.  Harnessing Noncovalent Interactions in Dual-Catalytic Enantioselective Heck-Matsuda Arylation.

Authors:  Yernaidu Reddi; Cheng-Che Tsai; Carolina M Avila; F Dean Toste; Raghavan B Sunoj
Journal:  J Am Chem Soc       Date:  2018-12-28       Impact factor: 15.419

3.  Analysis of reaction schemes using maximum rates of constituent steps.

Authors:  Ali Hussain Motagamwala; James A Dumesic
Journal:  Proc Natl Acad Sci U S A       Date:  2016-05-09       Impact factor: 11.205

4.  Mechanistic exploration of the catalytic cycles for the CO oxidation by O2 over FeO(1-3) application of the energetic span model.

Authors:  Huan-Jiang Wang; Yong-Cheng Wang
Journal:  J Mol Model       Date:  2014-06-04       Impact factor: 1.810

5.  On the Mechanism of the Asymmetric Aldol Addition of Chiral N-Amino Cyclic Carbamate Hydrazones: Evidence of Non-Curtin-Hammett Behavior.

Authors:  Md Nasir Uddin; John D Knight; Ettore J Rastelli; Chirine Soubra-Ghaoui; Thomas A Albright; Chia-Hua Wu; Judy I Wu; Don M Coltart
Journal:  Chemistry       Date:  2019-10-25       Impact factor: 5.236

6.  Transmetallation versus β-hydride elimination: the role of 1,4-benzoquinone in chelation-controlled arylation reactions with arylboronic acids.

Authors:  Christian Sköld; Jonatan Kleimark; Alejandro Trejos; Luke R Odell; Sten O Nilsson Lill; Per-Ola Norrby; Mats Larhed
Journal:  Chemistry       Date:  2012-02-28       Impact factor: 5.236

7.  Computational study of the mechanism and selectivity of ruthenium-catalyzed hydroamidations of terminal alkynes.

Authors:  Bholanath Maity; Lukas J Gooßen; Debasis Koley
Journal:  Chem Sci       Date:  2015-02-18       Impact factor: 9.825

8.  Catalytic Enantioselective [2,3]-Rearrangements of Allylic Ammonium Ylides: A Mechanistic and Computational Study.

Authors:  Thomas H West; Daniel M Walden; James E Taylor; Alexander C Brueckner; Ryne C Johnston; Paul Ha-Yeon Cheong; Guy C Lloyd-Jones; Andrew D Smith
Journal:  J Am Chem Soc       Date:  2017-03-10       Impact factor: 15.419

9.  A proposed simulation method for directed self-assembly of nanographene.

Authors:  J A Geraets; J P C Baldwin; R Twarock; Y Hancock
Journal:  J Phys Condens Matter       Date:  2017-06-27       Impact factor: 2.333

10.  Elucidation of Enzymatic Mechanism of Phenazine Biosynthetic Protein PhzF Using QM/MM and MD Simulations.

Authors:  Fei Liu; Yi-Lei Zhao; Xiaolei Wang; Hongbo Hu; Huasong Peng; Wei Wang; Jing-Fang Wang; Xuehong Zhang
Journal:  PLoS One       Date:  2015-09-28       Impact factor: 3.240

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.