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Page 1 Carbenes and Nitrenes: Structure, genera3on and reac3vity Page 2 Carbenes and Nitrenes: Structure, genera3on and reac3vity Carbenes Review of carbon valencies and hybridiza4on “Carbenes are neutral, highly reac4ve species containing a divalent carbon atom with an electron sextet” Page 3 Carbenes and Nitrenes: Structure, genera3on and reac3vity Carbenes Review of carbon valencies and hybridiza4on “Carbenes are neutral, highly reac4ve species containing a divalent carbon atom with an electron sextet” Comparison between triplet and singlet carbenes Spin state Geometry From X--ray structures we know that both singlet and triplet states are bent. Page 4 Carbenes and Nitrenes: Structure, genera3on and reac3vity Carbenes Review of carbon valencies and hybridiza4on “Carbenes are neutral, highly reac4ve species containing a divalent carbon atom with an electron sextet” Comparison between triplet and singlet carbenes Spin state Geometry From X--ray structures we know that both singlet and triplet states are bent. Genera3on and reac3vity di?erences of singlet vs triplet carbenes Wuth light: Triplet carbene With gentle warming: singlet cerbene With metals (catalyst) like Rh(II) or Cu(II): Carbenoids (similar to singlet carbene) Carbenoids: are compounds that react like carbenes but are not true divalent C species Page 5 Carbenes and Nitrenes: Structure, genera3on and reac3vity Carbenes Review of carbon valencies and hybridiza4on “Carbenes are neutral, highly reac4ve species containing a divalent carbon atom with an electron sextet” Comparison between triplet and singlet carbenes Spin state Geometry From X--ray structures we know that both singlet and triplet states are bent. Genera3on and reac3vity di?erences of singlet vs triplet carbenes Wuth light: Triplet carbene With gentle warming: singlet cerbene With metals (catalyst) like Rh(II) or Cu(II): Carbenoids (similar to singlet carbene) Carbenoids: are compounds that react like carbenes but are not true divalent C species Reac3ons of Carbenes and Carbenoids No maLer how they are generated, four typical reac4ons Cyclopropana3on Simmons--SmithRead More
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Nov 24, 2024 Last updated |
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