Department of Chemistry, University of Richmond, Richmond, VA, 23173, USA.
Chem Rec. 2022 Apr;22(4):e202100300. doi: 10.1002/tcr.202100300. Epub 2022 Apr 1.
In 1964, Kenichi Fukui published a chapter in a book honoring the career of Robert S. Mulliken. While most of that chapter is a review of Fukui's previously published research dealing with frontier molecular orbital theory and organic reactions, one section provided a frontier molecular orbital explanation of the mechanism of the Diels-Alder reaction. Fukui concluded that the "symmetry relation of wave functions of both dienes and dienophiles" control the course of this reaction. Thus, Fukui's paper was a precursor to Woodward and Hoffmann's 1965 papers that proposed orbital symmetry control of what would later be termed "pericyclic reactions." Fukui published numerous papers in the 1950s and 1960s, many of which were expositions of his research in theoretical chemistry. Eight of those Fukui papers were direct precursors to his breakthrough 1964 publication. This paper presents the intellectual and scientific path that Fukui took from the early 1950s to 1964 to his award-winning publication.
1964 年,福田谦一在一本纪念罗伯特·S·穆利肯职业生涯的书中发表了一章。虽然这一章的大部分内容是对福田谦一以前发表的关于前沿分子轨道理论和有机反应的研究的综述,但有一部分提供了前沿分子轨道对 Diels-Alder 反应机理的解释。福田谦一得出结论,“双烯和亲双烯体波函数的对称关系”控制着反应的进程。因此,福田谦一的论文是伍德沃德和霍夫曼 1965 年论文的先驱,该论文提出了后来被称为“周环反应”的轨道对称性控制。福田谦一在 20 世纪 50 年代和 60 年代发表了许多论文,其中许多都是他在理论化学研究的阐述。其中有 8 篇论文是他 1964 年突破性论文的直接前身。本文介绍了福田谦一从 20 世纪 50 年代初到 1964 年获奖期间的思想和科学发展轨迹。