Organocatalyzed Fluoride Metathesis
DOI: 10.14469/hpc/7371 Metadata
Created: 2020-09-01 11:44
Last modified: 2020-10-31 09:48
License: Creative Commons: Public Domain Dedication 1.0
Funding: (none given)
Description
A new organocatalyzed fluoride metathesisreaction is reported. The reaction exchangesfluoride (F–) and alternate nucleophiles(OAc–, CO2R–, SR–, Cl–, CN–, SCN–). It provides a conceptually new approach to manipulate the fluorine content of organic molecules. By combining fluorination and defluorination stepsinto a single catalytic cycle, a byproduct free and 100% atom-efficient reaction can be achieved.
Files
| Filename | Size | Type | Description |
|---|---|---|---|
| 1a.mnova | 1MB | chemical/x-mnova | NMR spectra for 1a |
| 1a.mnpub | 0 | chemical/x-mnpub | Mestrenova signature file for 1a.mnova |
| 1a.cdx | 3KB | chemical/x-cdx | 1a structure |
| 1b.mnova | 1MB | chemical/x-mnova | NMR spectra for 1b |
| 1b.mnpub | 0 | chemical/x-mnpub | Mestrenova signature file for 1b.mnova |
| 1b.cdx | 2KB | chemical/x-cdx | 1b structure |
| 1c.mnova | 1MB | chemical/x-mnova | NMR spectra for 1c |
| 1c.mnpub | 0 | chemical/x-mnpub | Mestrenova signature file for 1c.mnova |
| 1c.cdx | 2KB | chemical/x-cdx | 1c structure |
| 1d.mnova | 1MB | chemical/x-mnova | NMR Spectra for 1d |
| 1d.mnpub | 0 | chemical/x-mnpub | Mestrenova signature file for 1d.mnova |
| 1d.cdx | 3KB | chemical/x-cdx | 1d structure |
| 1e.mnova | 1MB | chemical/x-mnova | NMR spectra for 1e |
| 1e.mnpub | 0 | chemical/x-mnpub | Mestrenova signature file for 1e.mnova |
| 1f.mnova | 1MB | chemical/x-mnova | NMR spectra for 1f |
| 1f.mnpub | 0 | chemical/x-mnpub | Mestrenova signature file for 1f.mnova |
| 1f.cdx | 2KB | chemical/x-cdx | 1f |
| 1h.mnova | 1MB | chemical/x-mnova | NMR spectra for 1h |
| 1h.mnpub | 0 | chemical/x-mnpub | Mestrenova signature file for 1h.mnova |
| 1h.cdx | 2KB | chemical/x-cdx | 1h |
| 1i.mnova | 4MB | chemical/x-mnova | NMR spectra for 1i |
| 1i.mnpub | 0 | chemical/x-mnpub | Mestrenova signature file for 1i.mnova |
| 1i.cdx | 2KB | chemical/x-cdx | 1i |
| 1j.mnova | 3MB | chemical/x-mnova | NMR spectra for 1j |
| 1j.mnpub | 0 | chemical/x-mnpub | Mestrenova signature file for 1j.mnova |
| 1j.cdx | 3KB | chemical/x-cdx | 1j |
| 1k.mnova | 1MB | chemical/x-mnova | NMR spectra for 1k |
| 1k.mnpub | 0 | chemical/x-mnpub | Mestrenova signature file for 1k.mnova |
| 1k.cdx | 3KB | chemical/x-cdx | 1k |
| 1l.mnova | 3MB | chemical/x-mnova | NMR spectra for 1l |
| 1l.mnpub | 0 | chemical/x-mnpub | Mestrenova signature file for 1l.mnova |
| 1l.cdx | 3KB | chemical/x-cdx | 1l |
| 1m.mnova | 1MB | chemical/x-mnova | NMR spectra for 1m |
| 1m.mnpub | 0 | chemical/x-mnpub | Mestrenova signature file for 1m.mnova |
| 1m.cdx | 2KB | chemical/x-cdx | 1m |
| 1n.mnova | 1MB | chemical/x-mnova | NMR spectra for 1n |
| 1n.mnpub | 0 | chemical/x-mnpub | Mestrenova signature file for 1n.mnova |
| 1n.cdx | 2KB | chemical/x-cdx | 1n |
| 1o.mnova | 3MB | chemical/x-mnova | NMR spectra for 10 |
| 1o.mnpub | 0 | chemical/x-mnpub | Mestrenova signature file for 1o.mnova |
| 1o.cdx | 5KB | chemical/x-cdx | 1o |
| 1p.mnova | 3MB | chemical/x-mnova | NMR spectra for 1p |
| 1p.mnpub | 0 | chemical/x-mnpub | Mestrenova signature file for 1p.mnova |
| 1p.cdx | 3KB | chemical/x-cdx | 1p |
| 1p'.mnova | 3MB | chemical/x-mnova | NMR spectra for 1p' |
| 1p'.mnpub | 0 | chemical/x-mnpub | Mestrenova signature file for 1p'.mnova |
| 1p'.cdx | 4KB | chemical/x-cdx | 1p' |
| 1q.mnova | 3MB | chemical/x-mnova | NMR spectra for 1q |
| 1q.mnpub | 0 | chemical/x-mnpub | Mestrenova signature file for 1q.mnova |
| 1q.cdx | 3KB | chemical/x-cdx | 1q |
| 1q'.mnova | 1MB | chemical/x-mnova | NMR spectra for 1q' |
| 1q'.mnpub | 0 | chemical/x-mnpub | Mestrenova signature file for 1q'.mnova |
| 1q'.cdx | 3KB | chemical/x-cdx | 1q' |
| 2a.mnova | 1MB | chemical/x-mnova | NMR spectra for 2a |
| 2a.mnpub | 0 | chemical/x-mnpub | Mestrenova signature file for 2a.mnova |
| 2a.cdx | 1KB | chemical/x-cdx | 2a |
| computational_coordinates.xyz | 10KB | chemical/x-xyz | XYZ coordinates for computational structures |
Member of collection / collaboration
| DOI | Description |
|---|---|
| 10.14469/hpc/7348 | Organocatalyzed Fluoride Metathesis |
Subject Keywords
| Keyword | Value |
|---|---|
| inchi | InChI=1S/C6F4N2/c7-3-2(1-11)4(8)6(10)12-5(3)9 |
| inchi | InChI=1S/C14H5F7O2/c15-8-7(14(19,20)21)9(16)11(18)12(10(8)17)23-13(22)6-4-2-1-3-5-6/h1-5H |
| inchi | InChI=1S/C15H8F4O3/c1-7(20)9-10(16)12(18)14(13(19)11(9)17)22-15(21)8-5-3-2-4-6-8/h2-6H,1H3 |
| inchi | InChI=1S/C15H8F4O4/c1-22-15(21)8-9(16)11(18)13(12(19)10(8)17)23-14(20)7-5-3-2-4-6-7/h2-6H,1H3 |
| inchi | InChI=1S/C12H6F4S/c13-8-6-9(14)11(16)12(10(8)15)17-7-4-2-1-3-5-7/h1-6H |
| inchi | InChI=1S/C12H7F3S/c13-8-6-10(14)12(15)11(7-8)16-9-4-2-1-3-5-9/h1-7H |
| inchi | InChI=1S/C27H10F8O5/c28-15-13(16(29)20(33)24(19(15)32)39-26(37)11-7-3-1-4-8-11)23(36)14-17(30)21(34)25(22(35)18(14)31)40-27(38)12-9-5-2-6-10-12/h1-10H |
| inchi | InChI=1S/C13H5F4NO4/c14-7-9(16)12(10(17)8(15)11(7)18(20)21)22-13(19)6-4-2-1-3-5-6/h1-5H |
| inchi | InChI=1S/C7H3F4NO2/c1-2(13)14-5-3(8)6(10)12-7(11)4(5)9/h1H3 |
| inchi | InChI=1S/C20H10F3NO6/c21-13-14(22)17(29-19(25)11-7-3-1-4-8-11)15(23)18(16(13)24(27)28)30-20(26)12-9-5-2-6-10-12/h1-10H |
| inchi | InChI=1S/C12H5F4NO2/c13-7-9(8(14)11(16)17-10(7)15)19-12(18)6-4-2-1-3-5-6/h1-5H |
| inchi | InChI=1S/C15H19F4NO2/c1-2-3-4-5-6-7-8-9-10(21)22-13-11(16)14(18)20-15(19)12(13)17/h2-9H2,1H3 |
| inchi | InChI=1S/C14H5F4NO2/c15-9-8(6-19)10(16)12(18)13(11(9)17)21-14(20)7-4-2-1-3-5-7/h1-5H |
| inchi | InChI=1S/C11H5F4NS/c12-7-9(8(13)11(15)16-10(7)14)17-6-4-2-1-3-5-6/h1-5H |
| inchi | InChI=1S/C21H10F3NO4/c22-15-14(11-25)18(28-20(26)12-7-3-1-4-8-12)17(24)19(16(15)23)29-21(27)13-9-5-2-6-10-13/h1-10H |
| inchi | InChI=1S/C6F4N2S/c7-2-4(11-1-13)3(8)6(10)12-5(2)9 |
| inchi | InChI=1S/C7H5FO/c8-7(9)6-4-2-1-3-5-6/h1-5H |
| inchi | InChI=1S/C9H5F4NO2/c1-2-3-4(15)16-7-5(10)8(12)14-9(13)6(7)11/h2-3H,1H3/b3-2+ |
| inchikey | HPMLGNIUXVXALD-UHFFFAOYSA-N |
| inchikey | DCHGARWZXHLHKD-UHFFFAOYSA-N |
| inchikey | PSIGBEMDZXCMBL-UHFFFAOYSA-N |
| inchikey | XGCGAUSJPZAAJK-UHFFFAOYSA-N |
| inchikey | BARIGUSVAXMSBO-UHFFFAOYSA-N |
| inchikey | FEKGTDCNPJLYAO-UHFFFAOYSA-N |
| inchikey | AETJKLGDFNJXTL-UHFFFAOYSA-N |
| inchikey | IRSIGDWBEKOMPQ-UHFFFAOYSA-N |
| inchikey | IEZBKPMLOSZOJN-NSCUHMNNSA-N |
| inchikey | HJFUHVDAFPIZRO-UHFFFAOYSA-N |
| inchikey | CUQLRIIWDHNMQQ-UHFFFAOYSA-N |
| inchikey | IMZLBDBOATUHQL-UHFFFAOYSA-N |
| inchikey | CJGPFAMUVJVLNI-UHFFFAOYSA-N |
| inchikey | HHXVVKWZTAHYDR-UHFFFAOYSA-N |
| inchikey | DMUMIBMCQFVDQJ-UHFFFAOYSA-N |
| inchikey | JXISJBVJNUKKBK-UHFFFAOYSA-N |
| inchikey | SLYMIPDZNLEQKC-UHFFFAOYSA-N |
| inchikey | GTIQHEWLCPQCGA-UHFFFAOYSA-N |