Naphthol Puns

I know it's a random question but i would appreciate the help

A linked dicarboxylate phase‐transfer catalyst enables smooth asymmetric dearomative fluorination of 2‐naphthols with Selectfluor under mild conditions to give the corresponding 1‐fluoronaphthalenone derivatives in a highly enantioselective manner. This reaction, which is compatible with various functional groups, is the first example of catalytic asymmetric fluorination of 2‐naphthols, and is expected to be useful in the synthesis of bioactive molecules.

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Nature Chemistry, Published online: 27 February 2020; doi:10.1038/s41557-020-0425-4

Step-economic access to the biologically relevant 2-hydroxybiaryl motif represents a long-standing challenge in synthetic organic chemistry. Now, a bismuth-mediated oxidative arylation of phenols and naphthols with boronic acids has been developed — supported by experimental mechanistic insight — giving a direct and practical route to this valuable molecular architecture.

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The development of streamlined synthetic routes to spirofluorene derivatives, in particular those with a donor‐acceptor (D‐A) system, is an appealing task in the field of organic functional materials. In this work, we disclose a palladium‐catalyzed direct [4+1] spiroannulation of ortho‐C−H bonds of naphthols with cyclic diaryliodonium salts to construct spirofluorenyl naphthalenones (SFNP) under mild reaction conditions. This spiroannulation not only directly transforms the hydroxyl group into the carbonyl group, but also tolerates reactive functional groups such as the halo groups, which provide an opportunity to rapidly assemble structurally non‐traditional thermally activated delayed fluorescent (TADF) materials that feature a carbonyl group with an adjacent spirofluorenyl unit as the acceptor. As an illustrated example, the OLED device utilizing the assembled DMAC‐SFNP as the host material exhibits a low turn‐on voltage of 2.5 V and an ultra‐high external quantum efficiency of 32.2%. This work not only gives us an inspiration for designing structurally non‐traditional TADF materials, but also displays the charm of C−H activation as a revolutionary synthetic strategy in the innovation of optoelectronic materials.

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Link: http://onlinelibrary.wiley.com/doi/10.1002/047084289X.rb088.pub2/abstract
Koichi Mikami1, Yukihiro Motoyama1, Jean Michel Brunel2
Published Online: 15 APR 2006
DOI: 10.1002/047084289X.rb088.pub2

I basically just need to know the procedure for the step labelled (2) in the abstract - so the supporting information would also be very much appreciated!

Dear chemists of Reddit, I would like to ask, that is here anyone who made racemic BINOL from beta-naphthol on a larger scale? I have to make 500g and the previous attempts gave a big nothing.

First I melted it with FeCl36H2O on a steam bath, but a large percent of my compound decomposed and got a less than 3% yield. For second I have tried to mix the naphthol with FeCl36H2O in n-propanol, than heat it to reflux, but nothing happened for 2 hours.

I would be really happy if anyone could give any advice.

Thanks!

I don't want to step on anybody's toes here, but the amount of non-dad jokes here in this subreddit really annoys me. First of all, dad jokes CAN be NSFW, it clearly says so in the sub rules. Secondly, it doesn't automatically make it a dad joke if it's from a conversation between you and your child. Most importantly, the jokes that your CHILDREN tell YOU are not dad jokes. The point of a dad joke is that it's so cheesy only a dad who's trying to be funny would make such a joke. That's it. They are stupid plays on words, lame puns and so on. There has to be a clever pun or wordplay for it to be considered a dad joke.

Again, to all the fellow dads, I apologise if I'm sounding too harsh. But I just needed to get it off my chest.

Do your worst!

I'm surprised it hasn't decade.

For context I'm a Refuse Driver (Garbage man) & today I was on food waste. After I'd tipped I was checking the wagon for any defects when I spotted a lone pea balanced on the lifts.

I said "hey look, an escaPEA"

No one near me but it didn't half make me laugh for a good hour or so!

Edit: I can't believe how much this has blown up. Thank you everyone I've had a blast reading through the replies 😂

It really does, I swear!

They’re on standbi

Buenosdillas

Pilot on me!!

Not just a phase : A dianionic phase‐transfer catalyst enables fluorinative dearomatization of 2‐naphthols with Selectfluor to afford the fluorinated naphthalenone derivatives in good yield and with high enantioselectivity. This reaction, which is compatible with a range of functional groups, is the first example of catalytic asymmetric fluorination of 2‐naphthols.

Abstract

A linked dicarboxylate phase‐transfer catalyst enables smooth asymmetric dearomative fluorination of 2‐naphthols with Selectfluor under mild conditions to give the corresponding 1‐fluoronaphthalenone derivatives in a highly enantioselective manner. This reaction, which is compatible with a range of functional groups, is the first example of catalytic asymmetric fluorination of 2‐naphthols, and is expected to be useful in the synthesis of bioactive molecules.

https://ift.tt/3dOVIGf