000890416 000__ 04863cam\a2200469Ii\4500 000890416 001__ 890416 000890416 005__ 20230306150101.0 000890416 006__ m\\\\\o\\d\\\\\\\\ 000890416 007__ cr\cn\nnnunnun 000890416 008__ 190515s2019\\\\si\\\\\\ob\\\\000\0\eng\d 000890416 019__ $$a1105197954 000890416 020__ $$a9789811378287$$q(electronic book) 000890416 020__ $$a9811378282$$q(electronic book) 000890416 020__ $$z9789811378270 000890416 0247_ $$a10.1007/978-981-13-7 000890416 035__ $$aSP(OCoLC)on1101186520 000890416 035__ $$aSP(OCoLC)1101186520$$z(OCoLC)1105197954 000890416 040__ $$aN$T$$beng$$erda$$epn$$cN$T$$dN$T$$dEBLCP$$dUKMGB$$dOCLCF$$dGW5XE$$dLQU 000890416 049__ $$aISEA 000890416 050_4 $$aQD181.S1 000890416 08204 $$a546/.723$$223 000890416 24500 $$aChemistry of thioamides /$$cToshiaki Murai, editor. 000890416 264_1 $$aSingapore :$$bSpringer,$$c2019. 000890416 300__ $$a1 online resource 000890416 336__ $$atext$$btxt$$2rdacontent 000890416 337__ $$acomputer$$bc$$2rdamedia 000890416 338__ $$aonline resource$$bcr$$2rdacarrier 000890416 504__ $$aIncludes bibliographical references. 000890416 5050_ $$aIntro; Preface; Contents; 1 Thioamides: Overview; References; 2 Theoretical Aspects of Thioamides; 2.1 Basic Structural Features of Thioamides; 2.1.1 Planarity of Thioamides; 2.1.2 Derivations from Planarity; 2.2 Tautomerization; 2.3 Rotations Around the C-N Amide Bond; 2.3.1 Simple Examples; 2.3.2 Solvent Effects; 2.3.3 Influence of Remote Substituents; 2.3.4 Photoisomerization; 2.3.5 C-N Bond Rotation in Complex Systems; 2.4 Rotational Barriers of N-Substituents; 2.5 Conjugation with Different Substituents; 2.6 Thiopeptides; 2.7 N-H Bond Dissociation Enthalpy (BDE); 2.8 Others 000890416 5058_ $$a2.9 ConclusionsReferences; 3 Synthesis of Thioamides; 3.1 Introduction; 3.2 The Direct Incorporation of Elemental Sulfur; 3.2.1 Combination of Ketones, Amines, and Elemental Sulfur; 3.2.2 Combination of Aldehydes, Amines, and Elemental Sulfur; 3.2.3 Combination of Carboxylic Acids, Amines, and Elemental Sulfur; 3.2.4 Combination of Amines and Elemental Sulfur; 3.2.5 Combination of Alkynes, Amines, and Elemental Sulfur; 3.2.6 Combination of Benzylic Halides, Amines, and Elemental Sulfur; 3.2.7 Combination of Methyl Heteroarenes, N,N-Dimethyl Formamide, and Elemental Sulfur 000890416 5058_ $$a3.3 Thionation of Amides3.3.1 Thionating Agents having P=S Bonds; 3.3.2 Thionation of Amides with Elemental Sulfur and Hydrochlorosilanes; 3.3.3 Thionation of Amides with Rhodanine; 3.4 Addition of Thionating Agents to Nitriles; 3.5 Thiocarbonyl Compounds as a Starting Material; 3.5.1 Addition to Isothiocyanates; 3.5.2 Addition to Other Thiocarbonyl Compounds; 3.6 Thiols, Sodium Sulfides, and Disulfide as a Sulfur Source; 3.7 Summary; References; 4 Reaction of Thioamides; 4.1 Introduction; 4.2 Oxidation of Thioamides; 4.3 Reaction at the Nitrogen Atom of Thioamides 000890416 5058_ $$a5.1 Introduction5.2 Enantioselective Reactions Using Thioamides; 5.2.1 Auxiliary Approach; 5.2.2 Chiral Lewis Acid Approach; 5.3 Catalytic Enantioselective Reactions of Thioamides; 5.3.1 Use of Thioamides as Pronucleophiles; 5.3.2 Use of Thioamides as Electrophiles; 5.4 Utility in Enantioselective Synthesis of Natural Products and Biologically Active Compounds; 5.5 Future Outlook; References; 6 Synthesis of Heterocycles from Thioamides; 6.1 Introduction; 6.2 Synthesis of Heterocycles with One Heteroatom; 6.2.1 S-Heterocycles; 6.2.2 N-Heterocycles; 6.3 Heterocycles with Two Heteroatoms 000890416 506__ $$aAccess limited to authorized users. 000890416 520__ $$aThis book covers whole aspects of the sulfur isologues of amides. Starting from the synthetic methods of thioamides, a range of synthetic applications to the construction of carbon–sulfur and carbon–carbon bonds, to asymmetric reactions, to formation of heterocycles are described. Among the array of thiocarbonyl compounds, thioamides are readily handled in room temperature air. Some of their characteristic features are that the polarity of C=S bonds in thioamides is much smaller than C=O bonds in ordinary amides, that thioamides possess higher HOMO and lower LUMO when compared with those of ordinary amides, and that carbon atoms alpha to the C=S and nitrogen atoms in thioamides are more acidic than those in ordinary amides. Theoretical studies further disclose their features. Thioamides are also used as ligands to a wide variety of metals. Their unique photophysical properties and catalytic activities are described here. Characteristic features of biologically relevant thioamides, e.g., thiopeptides and related compounds, are the final focus of the book. 000890416 588__ $$aOnline resource; title from PDF title page (viewed May 16, 2019) 000890416 650_0 $$aSulfur. 000890416 650_0 $$aSulfur compounds. 000890416 7001_ $$aMurai, Toshiaki,$$eeditor. 000890416 852__ $$bebk 000890416 85640 $$3SpringerLink$$uhttps://univsouthin.idm.oclc.org/login?url=http://link.springer.com/10.1007/978-981-13-7828-7$$zOnline Access$$91397441.1 000890416 909CO $$ooai:library.usi.edu:890416$$pGLOBAL_SET 000890416 980__ $$aEBOOK 000890416 980__ $$aBIB 000890416 982__ $$aEbook 000890416 983__ $$aOnline 000890416 994__ $$a92$$bISE