高等有機(jī)化學(xué)-結(jié)構(gòu)與機(jī)理(第五版)

內(nèi)容概要

自從1997年面世以來(lái)，《高等有機(jī)化學(xué)》作為學(xué)科首選教材的地位一直沒(méi)有動(dòng)搖過(guò)，廣泛地覆蓋了有機(jī)化合物的結(jié)構(gòu)、反應(yīng)活性及合成。她的第五版相對(duì)2001年出版的第四版進(jìn)行了大幅度的修訂，更新了學(xué)科發(fā)展的相關(guān)資料，內(nèi)容組織更加清晰明朗，特別是計(jì)算化學(xué)部分。Part A從化合物結(jié)構(gòu)和立體化學(xué)基礎(chǔ)概念講起，涉及有機(jī)化學(xué)反應(yīng)熱力學(xué)和動(dòng)力學(xué)的方方面面。主要反應(yīng)類型涵蓋親核取代反應(yīng)、加成反應(yīng)、碳負(fù)離子和羰基化學(xué)反應(yīng)、芳環(huán)取代反應(yīng)、周環(huán)反應(yīng)、自由基反應(yīng)和光化學(xué)反應(yīng)。每章后附有習(xí)題精選及解答習(xí)題的推薦參考文獻(xiàn)。    本書(shū)可供有機(jī)化學(xué)、藥物化學(xué)和生物化學(xué)等專業(yè)的高年級(jí)本科生、研究生以及相關(guān)領(lǐng)域的科研人員參考。

作者簡(jiǎn)介

作者：(美國(guó))卡雷 (Carey.F.A.) (美國(guó))松德貝里 (Sundberg.R.J.)

書(shū)籍目錄

PrefaceAcknowledgment and Personal StatementIntroductionChapter 1.  Chemical Bonding and Molecular Structure  Introduction  1.1. Description of Molecular Structure Using Valence Bond Concepts     1.1.1. Hybridization     1.1.2. The Origin of Electron-Electron Repulsion     1.1.3. Electronegativity and Polarity     1.1.4. Electronegativity Equalization     1.1.5. Differential Electronegativity of Carbon Atoms       1.1.6. Polarizability, Hardness, and Softness     1.1.7. Resonance and Conjugation     1.1.8. Hyperconjugation     1.1.9. Covalent and van der Waals Radii of Atoms  1.2. Molecular Orbital Theory and Methods     1.2.1. The Hiickel MO Method     1.2.2. Semiempirical MO Methods     1.2.3. Ab Initio Methods     1.2.4. Pictorial Representation of MOs for Molecules     1.2.5. Qualitative Application of MO Theory to Reactivity: Perturbational MO Theory and Frontier Orbitals     1.2.6. Numerical Application of MO Theory  1.3. Electron Density Functionals  1.4. Representation of Electron Density Distribution     1.4.1. Mulliken Population Analysis     1.4.2. Natural Bond Orbitals and Natural Population Analysis    1.4.3. Atoms in Molecules    1.4.4. Comparison and Interpretation of Atomic Charge Calculations    1.4.5. Electrostatic Potential Surfaces    1.4.6. Relationships between Electron Density and Bond Order  Topic 1.1. The Origin of the Rotational (Torsional) Barrier in Ethane and Other Small Molecules  Topic 1.2. Heteroatom Hyperconjugation (Anomeric Effect) in Acyclic Molecules  Topic 1.3. Bonding in Cyclopropane and Other Small Ring Compounds  Topic 1.4. Representation of Electron Density by the Laplacian Function  Topic 1.5. Application of Density Functional Theory to Chemical Properties and Reactivity    T. 1.5.1. DFT Formulation of Chemical Potential, Electronegativity, Hardness and Softness,and Covalent and van der Waal Radii    T. 1.5.2. DFT Formulation of Reactivity--The Fukui Function ..    T. 1.5.3. DFT Concepts of Substituent Groups Effects  General References  ProblemsChapter 2.  Stereoehemistry, Conformation, and Stereoselectivity... "  Introduction  2.1. Configuration    2.1.1. Configuration at Double Bonds    2.1.2. Configuration of Cyclic Compounds    2.1.3. Configuration at Tetrahedral Atoms    2.1.4. Molecules with Multiple Stereogenic Centers    2.1.5. Other Types of Stereogenic Centers    2.1.6. The Relationship between Chirality and Symmetry    2.1.7. Configuration at Prochiral Centers    2.1.8. Resolution--The Separation of Enantiomers  2.2. Conformation    2.2.1. Conformation of Acyclic Compounds    2.2.2. Conformations of Cyclohexane Derivatives    2.2.3. Conformations of Carbocyclic Rings of Other Sizes  2.3. Molecular Mechanics  2.4. Stereoselective and Stereospecific Reactions    2.4.1. Examples of Stereoselective Reactions    2.4.2. Examples of Stereospecific Reactions  2.5. Enantioselective Reactions    2.5.1. Enantioselective Hydrogenation    2.5.2. Enantioselective Reduction of Ketones     2.5.3. Enantioselective Epoxidation of Allylic Alcohols     2.5.4. Enantioselective Dihydroxylation of Alkenes  2.6. Double Stereodifferentiation: Reinforcing and Competing Stereoselectivity  ……Chapter 3.  Strucral Effects on Stability and ReactivityChapter 4.  Nucleophilic SubstitutionChapter 5.  Polar Addition and Elimination ReactionsChapter 6.  Carbanions and Other Carbon NucleophilesChapter 7.  Addition,Condensation and Substitution Reactions of Carbonyl CompoundsChapter 8.  AromatictityChapter 9.  Aromatic SubstitutionChapter 10.  Concerted Pericyclic ReactionsChapter 11.  Free Radical ReactionsChapter 12.  PhotochemistryReferences to ProblemsIndex

章節(jié)摘錄

插圖：The stabilization provided by various functional groups contributes to reducedBDEs for bonds to the stabilized radical center. Computational methods can be usedto assess these effects. The BDE can be calculated by comparing the total energy ofthe dissociated radicals with the reactant. Differences in bond dissociation energiesrelative to methane （ABDE） can be taken as a measure of the stabilizing effect of thesubstituent on the radical. Some computed ABDE values are given in Table 3.19 andcompared with experimental values. As an example of the substituent effect on BDEs,it can be seen that the primary C-H bonds in acetonitrile （12 kcal/mol） and acetone（11 kcal/mol） are significantly weaker than a primary C-H bond in methane. The datashow that both electron-releasing and electron-with&awing functional groups stabilizeradicals. The strong bond-weakening effect of amino substituents is noteworthy, bothin its size and the apparent underestimation of this effect by the computations. A recentreevaluation of the ABDE for amines arrived at a value of 13 + 1 kcal/mol, which isin better agreement with the calculations.102b

編輯推薦

《高等有機(jī)化學(xué):結(jié)構(gòu)與機(jī)理(第5版)》可供有機(jī)化學(xué)、藥物化學(xué)和生物化學(xué)等專業(yè)的高年級(jí)本科生、研究生以及相關(guān)領(lǐng)域的科研人員參考。

圖書(shū)封面

圖書(shū)標(biāo)簽Tags

無(wú)

評(píng)論、評(píng)分、閱讀與下載

---

    高等有機(jī)化學(xué)-結(jié)構(gòu)與機(jī)理(第五版) PDF格式下載

---