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what are phosphines
compounds with the general formula PR3, they are weak bases and good nucleophiles
regarding azides, what reactions have you learnt about them?
staudinger reduction of azides
amine synthesis using azides
Aza-wittig reaction (azide + aldehyde) synthesisinfg imines
staudinger ligation
formation of aziridines from epozides
aza-wittig in silane (silicon) chemistry
what is this molecule?
aziridine
what is this molecule?
azide
what is this molecule?
imine
why is NR3 not as reactive as PR3 with Ph-Br?
Nitrogen lone pair is conjugated into the R groups already therefore already ocupied
what is a ylide
compounds with anionic site adjacent to a heteroatom with a positive formal charge, stabilised by hyperconjugation of anion by a sigma star of adjacent C-P bond
what is produced by deprotonation of phosphonium salt
phosphonium ylide
what is produced by reaction of phosphonium ylide with aldehyde
alkene
what is the wittig reaction
conversion of carbonyl compound into alkene through reaction with a phosphonium ion
what are the two sterioisomers of wittig reaction and how are they formed
cis alkene made when R group is alkyl group, trans alkene made when R group is EWG
what transition state is this?
R=alkyl in wittig reaction, cis
what transition state is this?
R=EWG in wittig reaction, trans
what is the abruzov-michaelis reaction
conversion of trialky phosphite into a phosphonate ester through reaction with an ester halide
what is the horner wardsworth emmans reaction
follows the abrizov-michealis reaction, turns phosphonate ester into alkene via cyclisation
what is this molecule?
phosphene
what is this molecule?
Phosphonium salt
what is this molecule?
Phosphonium ylide
what is this molecule?
phosphorane
what is this molecule?
Phosphonate ester
what is this molecule?
Trialkyl phosphite