LEADER 04034nam 22007095 450 001 9910735796003321 005 20251008154952.0 010 $a981-9941-21-0 024 7 $a10.1007/978-981-99-4121-6 035 $a(MiAaPQ)EBC30663095 035 $a(Au-PeEL)EBL30663095 035 $a(DE-He213)978-981-99-4121-6 035 $a(PPN)272251925 035 $a(CKB)27857098300041 035 $a(EXLCZ)9927857098300041 100 $a20230724d2023 u| 0 101 0 $aeng 135 $aurcnu|||||||| 181 $ctxt$2rdacontent 182 $cc$2rdamedia 183 $acr$2rdacarrier 200 10$aIron-Catalyzed C-H/C-H Coupling for Synthesis of Functional Small Molecules and Polymers /$fby Takahiro Doba 205 $a1st ed. 2023. 210 1$aSingapore :$cSpringer Nature Singapore :$cImprint: Springer,$d2023. 215 $a1 online resource (xiv, 153 pages) $cillustrations (some color) 225 1 $aSpringer Theses, Recognizing Outstanding Ph.D. Research,$x2190-5061 311 08$aPrint version: Doba, Takahiro Iron-Catalyzed C-H/C-H Coupling for Synthesis of Functional Small Molecules and Polymers Singapore : Springer,c2023 9789819941209 320 $aIncludes bibliographical references. 327 $a1. General Introduction -- 2. Iron-Catalyzed Regioselective Thienyl C?H/C?H Homocoupling -- 3. Development of a Synthetic Method for Tridentate Phosphine Ligands -- 4. Iron-Catalyzed Regioselective Thienyl C?H/C?H Polycondensation -- 5. Iron-Catalyzed Oxidative C?H Alkenylation of Thiophenes with Enamines -- 6. Conclusions and Perspectives. . 330 $aThis thesis describes the development of iron-catalyzed thienyl C?H/C?H coupling. This is applied to the synthesis of highly conjugated and electron-rich thiophene compounds of interest in materials science by utilization of low redox potential of iron in combination with a mild oxalate oxidant. Transition-metal-catalyzed C(sp2)?H/C(sp2)?H coupling has attracted much attention as one of the most straightforward methods to construct C(sp2)?C(sp2) bonds. However, application of this ideal transformation to the synthesis of redox-sensitive pi-materials was hindered by the requirement of a strong oxidant for catalyst turnover. This limitation originates primarily from the large redox potential of conventional transition-metal catalysts such as palladium and rhodium. This thesis shows that the efficiency of C?H activation was significantly improved by introduction of a new conjugated tridentate phosphine ligand, giving direct access to polymeric thiophene materials from simple thiophene monomers. Considering the importance of environmentally friendly organic synthesis in terms of UN Sustainable Development Goals, the reactions described herein highlight the potential of iron, the most abundant transition-metal on earth, for the direct synthesis of functional small molecules and polymers of importance in energy device applications. 410 0$aSpringer Theses, Recognizing Outstanding Ph.D. Research,$x2190-5061 606 $aOrganometallic chemistry 606 $aChemistry 606 $aCatalysis 606 $aMaterials 606 $aForce and energy 606 $aPolymerization 606 $aOrganometallic Chemistry 606 $aChemical Synthesis 606 $aCatalysis 606 $aMaterials for Energy and Catalysis 606 $aPolymer Synthesis 615 0$aOrganometallic chemistry. 615 0$aChemistry. 615 0$aCatalysis. 615 0$aMaterials. 615 0$aForce and energy. 615 0$aPolymerization. 615 14$aOrganometallic Chemistry. 615 24$aChemical Synthesis. 615 24$aCatalysis. 615 24$aMaterials for Energy and Catalysis. 615 24$aPolymer Synthesis. 676 $a547 700 $aDoba$b Takahiro$01379293 801 0$bMiAaPQ 801 1$bMiAaPQ 801 2$bMiAaPQ 906 $aBOOK 912 $a9910735796003321 996 $aIron-Catalyzed C-H$93418728 997 $aUNINA