Nitrenes Flashcards

1
Q

singlet nitrene

A

non-bonded electron pairs in 2xsp2 orbitals, empty orthogonal p-orbital

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2
Q

triplet nitrene

A

1 electron pair in sp2, 2 unpaired electrons in orthogonal p-orbitals with spins parallel

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3
Q

gas phase photolysis

A

singlet nitrene

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4
Q

soln phase photolysis

A

triplet nitrene via collisional mechanism

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5
Q

reactions of nitrenes

A

cycloaddition and insertion into CH bonds, same as carbenes

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6
Q

curtius rearrangement

A

rearrangement to electron deficient N

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7
Q

schmidt rearrangement

A

carboxylic acid and HN3, undergoes 1,2-alkyl shift giving R-N=C=O

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8
Q

hoffmann rearrangement

A

amide to amine using NaOH and Br2 with loss of 1C

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