出版時(shí)間:2012-1 出版社:科學(xué)出版社 作者:格羅斯曼 頁數(shù):355
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內(nèi)容概要
每一個(gè)滿懷抱負(fù)的有機(jī)化學(xué)家都嘗試寫出合理的有機(jī)反應(yīng)機(jī)理,然而市面上的有關(guān)機(jī)理正確書寫的書籍卻寥寥無幾?!队袡C(jī)反應(yīng)機(jī)理的書寫藝術(shù)(原著第2版)》將幫助學(xué)生和科研人員提高這一重要技能?!队袡C(jī)反應(yīng)機(jī)理的書寫藝術(shù)(原著第2版)》的突出特點(diǎn)體現(xiàn)在:正確的書寫形式,“常見錯(cuò)誤提示”,配以大量的難度適宜的問題。其另一個(gè)特色是包含過渡金屬參與或催化的反應(yīng)章節(jié)。相對(duì)新的課題,例如,烯烴復(fù)分解反應(yīng)、芳香環(huán)化反應(yīng)等在《有機(jī)反應(yīng)機(jī)理的書寫藝術(shù)(原著第2版)》中均有所涉及。
全新修訂的第2版精彩呈現(xiàn):更新的反應(yīng)機(jī)理,芳香性的討論,酸性,立體化學(xué)的拓展,重新組織了自由基反應(yīng)和金屬參與或催化的反應(yīng)等內(nèi)容,增加了新的問題。
作者簡(jiǎn)介
作者:(美國)格羅斯曼(Robert B.Grossman)
書籍目錄
Preface to the Student
Preface to the Instructor
1 The Basics
1.1 Structure and Stability of Organic Compounds
1.1.1 Conventions of Drawing Structures;Grossman’S Rule
1.1.2 Lewis Structures;Resonance Structures
1.1.3 Molecular Shape;Hybridization
1.1.4 Aromaticity
1.2 BrCnsted Acidity and Basicity
1.2.1 PK Values
1.2.2 Tautomerism
1.3 Kinetics and Thermodynamics
1.4 Getting Started in Drawing a Mechanism
1.5 Classes of Overall Transformations
1.6 Classes of Mechanisms
1.6.1 Polar Mechanisms
1.6.2 Free.Radical Mechanisms
1.6.3 Pericyclic Mechanisms
1.6.4 Transition-Metal-Catalyzed and-Mediated Mechanisms
1.7 Summary
Problems
2 Polar Reactions under Basic Conditions
2.1 Substitution and Elimination at C(sp3)一X Bonds.Part I
2.1.1 Substitution by the SN2 Mechanism
2.1.2 Elimination by the E2 and Elcb Mechanisms
2.1.3 Predicting Substitution VS.Elimination
2.2 Addition of Nucleophiles to Electrophilic仃Bonds
2.2.1 Addition to Carbonyl Compounds
2.2.2 Conjugate Addition;The Michael Reaction
2.3 Substitution at C(sp2)一X Bouds
2.3.1 Substitution at Carbonyl C
2.3.2 Substitution at Alkenyl and Aryl C
2.3.3 Metal Insertion;Halogen-Metal Exchange
2.4 Substitution and Elimination at C(sp3)-X Bonds,Part II
2.4.1 Substitution by the SRNl Mechanism
2.4.2 Substitution by the Elimination-Addition Mechanism
2.4.3 Substitution by the One-Electron Transfer Mechanism
2.4.4 Metal Insertion;Halogen一Metal Exchange
2.4.5 Ol-Elimination;Generation and Reactions of Carbenes
2.5 Base-Promoted Rearrangements
2.5.1 Migration from C to C
2.5.2 Migration from C to O or N
2.5.3 Migration from B to C or O
2.6 Two Multistep Reactions
2.6.1 The Swem Oxidation
2.6.2 The Mitsunobu Reaction
2.7 Summary
Problems
3 Polar Reactions Under Acidic Conditions
3.1 Carbocations
3.1.1 CarbOCation Stability
3.1.2 Carbocation Generation;The Role of Protonation
3.1.3 Typical Reactions of Carbocations;Rearrangements
3.2 Substitution and 一Elimination Reactions at C(sp3)一X
3.2.1 Substitution by the SNl and SN2 Mechanisms
3.2.2 Elimination by the E1 Mechanism
3.2.3 Predicting Substitution VS.Elimination
3.3 Electrophilic Addition to Nucleophilic C=C Bonds
3.4 Substitution atNucleophilic C=C Bonds
3.4.1 Electrophilic Aromatic Substitution
3.4.2 Aromatic Substitution of Anilines via Diazonium Salts
3.4.3 Electrophilic Aliphatic Substitution
3.5 Nucleophilic Addition to and Substitution at Electrophilic
Bonds
3.5.1 Heteroatom Nucleophiles
3.5.2 Carbon Nucleophiles
3.6 Summary
Problems
4 Pericyclic Reactions
4.1 Introduction
4.1.1 Classes of Pericyclic Reactions
4.1.2 Polyene MOs
……
5 Free.Radical Reactions
6 Transition-Metal-Mediated and-Cata!vzed Reactions
7 Mixed.Mechanism Probiems
A F.nal Word
Index
章節(jié)摘錄
版權(quán)頁:插圖:The C and N atoms in CH3'and NH4+both have formalpositive charges.but the C atom is electron-deficient,and the N atom is not.The C and B atoms in CH3 and BF3 are both electron.deficient,but neither is for-mally charged.B is electropositive and N is electronegative,but BH4一and NH4’are both stable ions.as the central atoms are electron-SHfficient.The C atoms inCH3+,CH3I,and HEC=O are all electrophilic,but only the C in CH3’is electron-deficient.The O atom in Me ,has a formal positive charge.but the C atoms are electrophilic,not For each bonding pattem.there are often several ways in which ql"and non-bonding electrons Can be distributed.These different Ways are called resonance structures.Resonance structures are alternative descriptions of a single com-pound.Each resonance structure has some contribution to the real structure of the compound,but no one resonance structure is the true picture.letters,lines,and dots are words in a language that has been developed to describe molecules,and,as in any language。sometimes one word is inadequate,and several differ-ent words must be used to give a complete picture of the structure of a mole-cule.The fact that resonance structures have to be used at all is an artifact of thelanguage used to describe chemical compounds. The true electronic picture of a compound is a weighted average of the dif-ferent resonance structures that can be drawn(resonance hybrid).
媒體關(guān)注與評(píng)論
“這是一部?jī)?yōu)秀并完美表達(dá)的作品……作者……成功地將反應(yīng)活性和選擇性的核,小觀點(diǎn)視為一個(gè)有機(jī)整體詳盡表述 簡(jiǎn)潔的文風(fēng),精選的實(shí)例……每一章末對(duì)要點(diǎn)簡(jiǎn)明的概括,使得讀者很容易鞏固學(xué)到的知識(shí)……這本書不失為一個(gè)小小的藝術(shù)品。” ——Jens Hartung ,Angewandte Chemie International Edition “我使用該書教授學(xué)分課程已經(jīng)三年時(shí)間了,學(xué)生們一致對(duì)本書的透徹?cái)⑹龊蜁性囶}的覆蓋面給予高度贊譽(yù)……正如本書的宗旨:教會(huì)學(xué)生準(zhǔn)確寫出陌生的有機(jī)反應(yīng)的機(jī)理” ——Amy Howell,Synthesis
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