This class will teach the structure and reactivity of organic compounds, using their history and recent developments, analysis of molecular orbitals, structural analysis using spectroscopy, and retrosynthetic analysis. The structure of organometallic compounds and supramolecular complexes will also be discussed. It is preferable if students have a basic knowledge of quantum chemistry and of the chemistry of transition metals. Questions can be discussed during the office hour.
Class schedule:
1. Molecular orbitals for understanding the structure and reactivity of organic compounds: sigma and pi bonds, allylic system, hyperconjugation, conductors/semiconductors, reactivity and selectivity, the mechanism of pericyclic reactions
2. Synthetic strategies to make organic molecules: retrosynthetic analysis, design of synthetic routes, stereochemistry, stereoselectivity and the structure of the transition state
3. Molecular orbitals and structure of organometallic compounds: sigma complexes, pi complexes, 18 electrons rule
4. Spectroscopic analysis of the structure of organic compounds: IR, UV-Vis, MS, NMR
5. History of organic chemistry and its future directions and chemical information
Three kinds of exams will be conducted: checkpoint exams (occasional), mid-term exams (3 times) and a final exam. The mid-term exams are based on practice problems provided during the course. After mid-term exams, the practice problems will be discussed.
課題毎に出題する自習課題に関するレポート,小テスト,中間試験および期末試験により成績評価を行う.
Reports and exams (checkpoint/mid-term/final)
教科書
1)「フロンティア軌道法」I. フレミング著,講談社サイエンティフィク;2)「プログラム学習 有機合成化学」S. Warren著 講談社サイエンティフィク;3)「ジョーンズ有機化学(上下)」東京化学同人
1) Ian Fleming, Molecular Orbitals and Organic Chemical Reactions (Student Edition), Wiley 2009; 2) Stuart Warren, Designing Organic Syntheses: A Programmed Introduction to the Synthon Approach, Wiley 1978; 3) Maitland Jones, Steven Fleming,
Organic Chemistry, 5th Edition, Norton 2014.
参考書
講義内で適宜紹介する.i ) 「有機化合物のスペクトルによる同定法(第8版)」Silversteinら著,東京化学同人;ii) 「有機化学のためのスペクトル解析法」M. Hesseら著,化学同人;iii) 「化学マスター講座 有機金属化学」植村榮ら著,丸善 etc.
To be introduced during the class. i) R.M. Silverstein et al., Spectrometric Identification of Organic Compounds, 8th Ed., Wiley 2014; ii) M. Hesse et al., Spectroscopic Methods in Organic Chemistry, 2nd Ed., Thieme 2009; iii) J. Hartwig, Organotransition Metal Chemistry, University Science Books 2010.
履修上の注意
有機化学1相当の理解を前提とする.It is assumed that you have a grasp on the material of Organic Chemistry 1.