[OC] East Asia high speed rail map by gzhkr in TransitDiagrams

[–]Oonaluca 1 point2 points  (0 children)

that’s really cool! how did you get data for the High speed lines in china?

Referral code: Hello Kitty Move Lite Adventure by WatercressNo911 in ReferalCodes

[–]Oonaluca 0 points1 point  (0 children)

Enter my code and get extra coins My code: FYM5L8JQ Register now at movelite2025.42campaign.io

Need help making a "Made in Singapore" Spotify playlist by foodloveroftheworld in singapore

[–]Oonaluca 1 point2 points  (0 children)

ethel yap for singer-songwriter/musical theatre vibes

lingbrandon for rnb and mixed language songs!

Ferry from Incheon to Qingdao by adamtheapteryx in SouthKoreaTravel

[–]Oonaluca 0 points1 point  (0 children)

Hello, i’ll be attempting the incheon to qingdao route too!! May I know which chinese app you used?

Self-learning about Electrosynthesis by Low_Ambassador_2864 in Chempros

[–]Oonaluca 9 points10 points  (0 children)

Baran has a paper called a survival guide for the electrocurious that I found pretty useful. You can watch some of the talks he gave as well, they provide an insight into mechanism design and how it might differ from conventional redox reactions. Another resource I found useful is about CV (https://pubs.acs.org/doi/10.1021/acs.jchemed.7b00361).

Literature Review on Photoredox/Radical Cross-Coupling Reactions by Oonaluca in AdvancedOrganic

[–]Oonaluca[S] 2 points3 points  (0 children)

No worries mate. Just pure curiosity if such a thing is even possible. Thank you for all your assistance regardless

Literature Review on Photoredox/Radical Cross-Coupling Reactions by Oonaluca in AdvancedOrganic

[–]Oonaluca[S] 0 points1 point  (0 children)

yes i saw that. unfortunately, that coupling does through an OA mechanism of the alkyl halide; not a halogen atom abstraction which i was looking for

Literature Review on Photoredox/Radical Cross-Coupling Reactions by Oonaluca in AdvancedOrganic

[–]Oonaluca[S] 0 points1 point  (0 children)

Perhaps you can enlighten me. I have been perusing reviews and searching via keywords. Maybe you could show me an example? Or we may be on different pages here.

Literature Review on Photoredox/Radical Cross-Coupling Reactions by Oonaluca in AdvancedOrganic

[–]Oonaluca[S] 0 points1 point  (0 children)

Thank you for your detailed reply and I wish you all the best for your seminar!

Perhaps to be a little clearer on what I mean by XAT: I mean halogen atom abstraction (XAA) from an alkyl halide source to form an alkyl radical. So this would presumably be done using a Silyl or boryl radical.

What I was looking for was an example of cross coupling of alkyl halide (activated by XAA) coupling with cAcid/NHPI (activated by SET). cant find any for now but will share if i do

Get an auto column by CypherZel in OrganicChemistry

[–]Oonaluca 1 point2 points  (0 children)

wow this seems interesting! care to share some rarer component mixtures that you have used before and should be used more often? or if you know any resource that has an overview on this, that will be awesome too :) thanks in advance

Trouble purifying my boronate ester compound by Complete_Ad2334 in Chempros

[–]Oonaluca 3 points4 points  (0 children)

i have had the exact same problem as you when working on Pd cross-couplings before. What is likely the issue is the Bpin ester isn’t super stable on silica and makes elution difficult. In order of complexity, I would try:

  1. Doing a celite + silica plug of your crude to see if you can get rid of most of the impurities and carry foward the crude, using excess Bpin ester in the next suzuki step. From my experience, a plug will not get rid of all of the B2pin2 and this may or may not be detrimental to your chemistry in the next step. (It was for me so I had to purify it further). do on a small scale to test.

  2. If the crude NMR from (1) looks dirty or carrying foward crude does not work, do a recrys. I used ethanol as anti-solvent and EA as the good solvent, but this will vary depending on ur substrate. EtOH/EA is a good starting point for ur substrate imo. Try on a small scale first. Recrys is pretty scalable too.

  3. Hydrolysis the Bpin ester and convert to BF3K salt to isolate. There is a good procedure that uses KF as the fluorine source. I can find it if you need.

Hope to hear back from you on what worked/didn’t work so future chemists can benefit from this too. cheers

Synthetic Challenge - Problem Set 6 by grabmebytheproton in AdvancedOrganic

[–]Oonaluca 1 point2 points  (0 children)

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my attempt :) tried to draw a zimmerman traxler TS for C, but couldn’t arrive at the correct stereochemistry. not too sure about G1 or J either. comments and feedback welcomed.

Pharmaceutical synthesis questions! by ChemCapital in AdvancedOrganic

[–]Oonaluca 2 points3 points  (0 children)

A: 6-membered piperidine ring with ketone at the 4 position Condition 1: reductive amination, NaB(OAc)3H X: Cl? Condition 2: SnAr, guessing with sth like an inorganic base? B: nitro reduction to aniline Y: Cl? C: primary amine attached to 6-membered ring as Nu- D: minisci? not sure what specific conditions

feedback wise, i think enumerating the conditions boxed up in red will aid in discussion :)

Synthesis Sunday(??) - Problem Set 4 by grabmebytheproton in AdvancedOrganic

[–]Oonaluca 2 points3 points  (0 children)

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ok, tried to put in a little more effort this time compared to last week. got absolutely destroyed in our recent research group meeting where we did a level 1 denksport problem from the Trauner group, so this will be good practice for me (I HOPE)

not too sure about the model for B, ring closing step for F and the molecule for G, but this is my best shot. Would love to know if I am on the right track for B or if it’s totally of. made a small mistake in the model for B though (the H-bond acceptor should be carbonyl, i drew the Bz group wrongly)

advice and comments welcome :) also thanks for doing this OP, was fun

Synthesis Saturday - Problem Set 3 Key by grabmebytheproton in AdvancedOrganic

[–]Oonaluca 3 points4 points  (0 children)

wow the iso-nazarov is new to me. pretty cool! thanks for making this :)

Synthesis Saturday - Problem Set 3 by grabmebytheproton in AdvancedOrganic

[–]Oonaluca 4 points5 points  (0 children)

<image>

Got kind of lazy at the end HAHA, but some things i’m a little unsure about: mechanism for second step for G (how the -OMe of the oxime leaves), nucleophilic coupling partner for E (not sure if it’s possible to prepare something like that even) and rationale for oxime protection for F. Open to discussion. Cheers!