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Although its uses are varied and often involve coordination to a transition metal for stability, mechanistic studies on imine exchange reactions so far have not included metal coordination. Herein, we investigated the condensation and transimination reactions of an Fe<jats:sup>2+<\/jats:sup>\u2010coordinated diimine pyridine pincer, employing wB97XD\/6\u2010311G(2d,2p) DFT calculations in acetonitrile. We first experimentally confirmed that Fe<jats:sup>2+<\/jats:sup> is strongly coordinated by these pincers, and is thus a justified model ion. When considering a four\u2010membered ring\u2010shaped transition state for proton transfers, the required activation energies for condensation and transimination reaction exceeded the values expected for reactions known to be spontaneous at room temperature. The nature of the incoming and exiting amines and the substituents on the <jats:italic>para<\/jats:italic>\u2010position of the pincer had no effect on this. Replacing Fe<jats:sup>2+<\/jats:sup> with Zn<jats:sup>2+<\/jats:sup> or removing it altogether did not reduce it either. However, the addition of two ethylamine molecules lowered the energy barriers to be compatible with experiment (19.4 and 23.2\u2005kcal\/mol for condensation and transimination, respectively). Lastly, the energy barrier of condensation of a non\u2010coordinated pincer was significantly higher than found for Fe<jats:sup>2+<\/jats:sup>\u2010coordinating pincers, underlining the catalyzing effect of metal coordination on imine exchange reactions.<\/jats:p>","DOI":"10.1002\/chem.202301795","type":"journal-article","created":{"date-parts":[[2023,8,10]],"date-time":"2023-08-10T08:53:00Z","timestamp":1691657580000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":7,"title":["DFT Study of Imine\u2010Exchange Reactions in Iron(II)\u2010Coordinated Pincers"],"prefix":"10.1002","volume":"29","author":[{"given":"Annemieke","family":"van Dam","sequence":"first","affiliation":[{"name":"Laboratory of Organic Chemistry Wageningen University  Stippeneng 4 6708WE Wageningen The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Robin","family":"van Schendel","sequence":"additional","affiliation":[{"name":"Laboratory of Organic Chemistry Wageningen University  Stippeneng 4 6708WE Wageningen The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9522-3682","authenticated-orcid":false,"given":"Satesh","family":"Gangarapu","sequence":"additional","affiliation":[{"name":"Laboratory of Organic Chemistry Wageningen University  Stippeneng 4 6708WE Wageningen The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5773-8506","authenticated-orcid":false,"given":"Han","family":"Zuilhof","sequence":"additional","affiliation":[{"name":"Laboratory of Organic Chemistry Wageningen University  Stippeneng 4 6708WE Wageningen The Netherlands"},{"name":"School of Pharmaceutical Sciences and Technology Tianjin University  92 Weijin Road Tianjin 300072 P.R. 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