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RE: NanoCars - How to build and drive them

in #science7 years ago (edited)

Really nice!!!!!
Btw i am thinking that if you do a di methylation on the aniline, then nitration with those nitronium salt before the Sonogashira coupling, then you can cut down to a 3 steps synthesis!!

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Thanks for your comment!
I think you made a good point here. But you also have to consider, that the conditions for nitration also allow the reverse-methylation reaction, therefore you would start to in-situ-regenerate the unprotected primary amine. And the amid is indeed expected to be more stable and sterically more favorable in terms of directing the next reaction step.
Nontheless, I guess your idea is worth trying. ;-)
Best,
mountain.phil28

PS: I am not the synthetic chemist, who did the synthesis but this is the way our team did it ;-)

Haha no worry, its just my occupational disease😂😂
The synthesis presentd by your is pretty classic but teadous.
Actually i mean using nitronium salt like nitronium tetrafluoroborate (and of coz in the absent of water). Usually demethylation require nucleophile, thats why i think only nitronium salt works but not nitric acid, so you dont really need install the -Ac protecting group and deprotection XDD

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