Literature DB >> 34290554

Organic chemistry as representation.

Eamonn F Healy1.   

Abstract

Electron redistribution is the cornerstone of our understanding of chemical reactivity. For the vast majority of organic reactions electrons are assumed to move in pairs providing explanatory mechanisms through the generation of intermediate structures. But for many transformations these discrete steps are idealized constructs, involving intermediates assumed but not empirically justified. This unitary perspective predicated on the curved arrow formalism has resulted in the scenario where for many organic transformations our supposed understanding far surpasses our growing knowledge. Reformulating organic mechanisms to include single electron transfer (SET) as a component of, or an alternative to, the prevailing iconic descriptions can provide for a more empirically adequate mechanistic description. In addition using the language of SET presents an opportunity to unify mechanistic concepts under a common donor/acceptor framework.

Keywords:  Organic chemistry; electronegativity; mechanism; representation as reality; resonance

Year:  2020        PMID: 34290554      PMCID: PMC8290892          DOI: 10.1007/s10698-020-09379-z

Source DB:  PubMed          Journal:  Found Chem        ISSN: 1386-4238            Impact factor:   1.263


  4 in total

1.  Charge-transfer mechanism for electrophilic aromatic nitration and nitrosation via the convergence of (ab initio) molecular-orbital and Marcus-Hush theories with experiments.

Authors:  Steven R Gwaltney; Sergiy V Rosokha; Martin Head-Gordon; Jay K Kochi
Journal:  J Am Chem Soc       Date:  2003-03-19       Impact factor: 15.419

2.  A computational study on addition of Grignard reagents to carbonyl compounds.

Authors:  Shoko Yamazaki; Shinichi Yamabe
Journal:  J Org Chem       Date:  2002-12-27       Impact factor: 4.354

3.  Unified mechanistic concept of electrophilic aromatic nitration: convergence of computational results and experimental data.

Authors:  Pierre M Esteves; José Walkimar De M Carneiro; Sheila P Cardoso; André G H Barbosa; Kenneth K Laali; Golam Rasul; G K Surya Prakash; George A Olah
Journal:  J Am Chem Soc       Date:  2003-04-23       Impact factor: 15.419

4.  The Grignard Reaction - Unraveling a Chemical Puzzle.

Authors:  Raphael Mathias Peltzer; Jürgen Gauss; Odile Eisenstein; Michele Cascella
Journal:  J Am Chem Soc       Date:  2020-01-30       Impact factor: 15.419

  4 in total

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