KlementineJBS / USYD_PhD_ELN

This repository forms the electronic laboratory notebook (ELN)for Klementine Burrell-Sander's PhD's
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KBS28 - master page #170

Closed KlementineJBS closed 1 month ago

KlementineJBS commented 9 months ago

Link to HIRAC.

KBS28 - Click coupling with 1-azidonaphthalene and propargyl alcohol.docx

Reaction scheme

KBS28 alternative - Click coupling of 1-azidonaphthalene and propargyl alcohol

KlementineJBS commented 9 months ago

Attempts

Identifier Link Yield (%) Cu source Further info
1 #53 46 copper sulfate -
2 #55 67 copper sulfate heated, excess propargyl alcohol, 40 hrs reaction time
3 #60 53 copper sulfate 24 hrs reaction time
4 #147 81 copper iodide 40 hrs
5 #150 32 copper iodide 22 hrs
6 #151 73 copper iodide 6 days
7 #153 89 copper iodide 5 days
8 #161 94 copper iodide 2 days
9 #182 66 copper iodide 24 hrs
KlementineJBS commented 9 months ago

Characterisation

H NMR

KBS28-2 F28-33.1.zip KBS28-2.pdf (only F28-33 contains clean sample)

LRMS

KBS28-2.pdf KBS28-2.d.zip

Peaks at 226.15 [M+H]+ and 248.14 [M+Na]+ - in agreement with previous attempts.

HRMS

Original data file can be found in the code section.

20230124_Service_HiRes_ESI__000007 (1).pdf

20230124_Service_HiRes_ESI__000007_full (1).pdf

high res pos ESI, found [M+Na]+, error = 0.93 ppm

KlementineJBS commented 8 months ago

Note that product is a red-brown solid.