(2+3) amide cages by oxidation of (2+3) imine cages: revisiting molecular hosts for highly efficient nitrate binding
The pollution of groundwater with nitrate is a serious issue because nitrate can cause several diseases such as methemoglobinemia or cancer. Therefore, selective removal of nitrate by efficient binding to supramolecular hosts is highly desired. Here we describe how to make [2+3] amide cages in very...
Gespeichert in:
| Hauptverfasser: | , , , , , , |
|---|---|
| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
September 12, 2022
|
| In: |
Chemistry - a European journal
Year: 2022, Jahrgang: 28, Heft: 51, Pages: 1-9 |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.202201527 |
| Online-Zugang: | Verlag, kostenfrei, Volltext: https://doi.org/10.1002/chem.202201527 Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.202201527 
|
| Verfasserangaben: | Jochen C. Lauer, Avinash S. Bhat, Chantal Barwig, Nathalie Fritz, Tobias Kirschbaum, Frank Rominger, and Michael Mastalerz |
MARC
| LEADER | 00000caa a2200000 c 4500 | ||
|---|---|---|---|
| 001 | 1826619186 | ||
| 003 | DE-627 | ||
| 005 | 20230426074538.0 | ||
| 007 | cr uuu---uuuuu | ||
| 008 | 221208s2022 xx |||||o 00| ||eng c | ||
| 024 | 7 | |a 10.1002/chem.202201527 |2 doi | |
| 035 | |a (DE-627)1826619186 | ||
| 035 | |a (DE-599)KXP1826619186 | ||
| 035 | |a (OCoLC)1361670366 | ||
| 040 | |a DE-627 |b ger |c DE-627 |e rda | ||
| 041 | |a eng | ||
| 084 | |a 30 |2 sdnb | ||
| 100 | 1 | |a Lauer, Jochen |d 1989- |e VerfasserIn |0 (DE-588)1192998375 |0 (DE-627)1671550420 |4 aut | |
| 245 | 1 | 0 | |a (2+3) amide cages by oxidation of (2+3) imine cages |b revisiting molecular hosts for highly efficient nitrate binding |c Jochen C. Lauer, Avinash S. Bhat, Chantal Barwig, Nathalie Fritz, Tobias Kirschbaum, Frank Rominger, and Michael Mastalerz |
| 264 | 1 | |c September 12, 2022 | |
| 300 | |a 9 | ||
| 336 | |a Text |b txt |2 rdacontent | ||
| 337 | |a Computermedien |b c |2 rdamedia | ||
| 338 | |a Online-Ressource |b cr |2 rdacarrier | ||
| 500 | |a Online veröffentlicht am 14. Juni 2022 | ||
| 500 | |a Im Titel steht der Ausdruck "2+3" jeweils in eckiger Klammer | ||
| 500 | |a Gesehen am 08.12.2022 | ||
| 520 | |a The pollution of groundwater with nitrate is a serious issue because nitrate can cause several diseases such as methemoglobinemia or cancer. Therefore, selective removal of nitrate by efficient binding to supramolecular hosts is highly desired. Here we describe how to make [2+3] amide cages in very high to quantitative yields by applying an optimized Pinnick oxidation protocol for the conversion of corresponding imine cages. By NMR titration experiments of the eight different [2+3] amide cages with nitrate, chloride and hydrogen sulfate we identified one cage with an unprecedented high selectivity towards nitrate binding vs. chloride (S=705) or hydrogensulfate (S>13500) in CD2Cl2/CD3CN (1 : 3). NMR experiments as well as single-crystal structure comparison of host-guest complexes give insight into structure-property-relationships. | ||
| 650 | 4 | |a amides | |
| 650 | 4 | |a anions | |
| 650 | 4 | |a dynamic covalent chemistry | |
| 650 | 4 | |a noncovalent interactions | |
| 650 | 4 | |a organic cage compounds | |
| 700 | 1 | |a Bhat, Avinash S. |d 1992- |e VerfasserIn |0 (DE-588)1198905174 |0 (DE-627)1681096528 |4 aut | |
| 700 | 1 | |a Barwig, Chantal |d 1995- |e VerfasserIn |0 (DE-588)1274993164 |0 (DE-627)1826617981 |4 aut | |
| 700 | 1 | |a Fritz, Nathalie |e VerfasserIn |4 aut | |
| 700 | 1 | |a Kirschbaum, Tobias |d 1993- |e VerfasserIn |0 (DE-588)1166686566 |0 (DE-627)1030551715 |0 (DE-576)510849008 |4 aut | |
| 700 | 1 | |a Rominger, Frank |d 1964- |e VerfasserIn |0 (DE-588)1019978228 |0 (DE-627)691067821 |0 (DE-576)359202756 |4 aut | |
| 700 | 1 | |a Mastalerz, Michael |d 1972- |e VerfasserIn |0 (DE-588)130559431 |0 (DE-627)503822701 |0 (DE-576)298267950 |4 aut | |
| 773 | 0 | 8 | |i Enthalten in |t Chemistry - a European journal |d Weinheim : Wiley-VCH, 1995 |g 28(2022), 51, Artikel-ID e202201527, Seite 1-9 |h Online-Ressource |w (DE-627)270935193 |w (DE-600)1478547-X |w (DE-576)078707404 |x 1521-3765 |7 nnas |a (2+3) amide cages by oxidation of (2+3) imine cages revisiting molecular hosts for highly efficient nitrate binding |
| 773 | 1 | 8 | |g volume:28 |g year:2022 |g number:51 |g elocationid:e202201527 |g pages:1-9 |g extent:9 |a (2+3) amide cages by oxidation of (2+3) imine cages revisiting molecular hosts for highly efficient nitrate binding |
| 787 | 0 | 8 | |i Forschungsdaten |a Lauer, Jochen, 1989 - |t (2+3) amide cages by oxidation of (2+3) imine cages |d Heidelberg : Universität, 2022 |h 1 Online-Ressource (18 Files) |w (DE-627)1826616926 |
| 856 | 4 | 0 | |u https://doi.org/10.1002/chem.202201527 |x Verlag |x Resolving-System |z kostenfrei |3 Volltext |
| 856 | 4 | 0 | |u https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.202201527 |x Verlag |z kostenfrei |3 Volltext |
| 951 | |a AR | ||
| 992 | |a 20221208 | ||
| 993 | |a Article | ||
| 994 | |a 2022 | ||
| 998 | |g 130559431 |a Mastalerz, Michael |m 130559431:Mastalerz, Michael |d 120000 |d 120100 |e 120000PM130559431 |e 120100PM130559431 |k 0/120000/ |k 1/120000/120100/ |p 7 |y j | ||
| 998 | |g 1019978228 |a Rominger, Frank |m 1019978228:Rominger, Frank |d 120000 |d 120100 |e 120000PR1019978228 |e 120100PR1019978228 |k 0/120000/ |k 1/120000/120100/ |p 6 | ||
| 998 | |g 1166686566 |a Kirschbaum, Tobias |m 1166686566:Kirschbaum, Tobias |d 120000 |d 120100 |e 120000PK1166686566 |e 120100PK1166686566 |k 0/120000/ |k 1/120000/120100/ |p 5 | ||
| 998 | |g 1274993164 |a Barwig, Chantal |m 1274993164:Barwig, Chantal |p 3 | ||
| 998 | |g 1198905174 |a Bhat, Avinash S. |m 1198905174:Bhat, Avinash S. |p 2 | ||
| 998 | |g 1192998375 |a Lauer, Jochen |m 1192998375:Lauer, Jochen |d 120000 |e 120000PL1192998375 |k 0/120000/ |p 1 |x j | ||
| 999 | |a KXP-PPN1826619186 |e 4228502091 | ||
| BIB | |a Y | ||
| SER | |a journal | ||
| JSO | |a {"note":["Online veröffentlicht am 14. Juni 2022","Im Titel steht der Ausdruck \"2+3\" jeweils in eckiger Klammer","Gesehen am 08.12.2022"],"recId":"1826619186","name":{"displayForm":["Jochen C. Lauer, Avinash S. Bhat, Chantal Barwig, Nathalie Fritz, Tobias Kirschbaum, Frank Rominger, and Michael Mastalerz"]},"origin":[{"dateIssuedKey":"2022","dateIssuedDisp":"September 12, 2022"}],"person":[{"role":"aut","display":"Lauer, Jochen","given":"Jochen","family":"Lauer"},{"family":"Bhat","given":"Avinash S.","display":"Bhat, Avinash S.","role":"aut"},{"display":"Barwig, Chantal","role":"aut","family":"Barwig","given":"Chantal"},{"role":"aut","display":"Fritz, Nathalie","given":"Nathalie","family":"Fritz"},{"role":"aut","display":"Kirschbaum, Tobias","given":"Tobias","family":"Kirschbaum"},{"role":"aut","display":"Rominger, Frank","given":"Frank","family":"Rominger"},{"role":"aut","display":"Mastalerz, Michael","given":"Michael","family":"Mastalerz"}],"language":["eng"],"title":[{"title_sort":"(2+3) amide cages by oxidation of (2+3) imine cages","subtitle":"revisiting molecular hosts for highly efficient nitrate binding","title":"(2+3) amide cages by oxidation of (2+3) imine cages"}],"relHost":[{"recId":"270935193","origin":[{"dateIssuedKey":"1995","publisherPlace":"Weinheim","publisher":"Wiley-VCH","dateIssuedDisp":"1995-"}],"part":{"year":"2022","extent":"9","volume":"28","text":"28(2022), 51, Artikel-ID e202201527, Seite 1-9","issue":"51","pages":"1-9"},"pubHistory":["1.1995 -"],"id":{"zdb":["1478547-X"],"issn":["1521-3765"],"eki":["270935193"],"doi":["10.1002/(ISSN)1521-3765"]},"type":{"media":"Online-Ressource","bibl":"periodical"},"note":["Fortsetzung der Druck-Ausgabe","Gesehen am 27. Februar 2017"],"disp":"(2+3) amide cages by oxidation of (2+3) imine cages revisiting molecular hosts for highly efficient nitrate bindingChemistry - a European journal","language":["eng"],"title":[{"title_sort":"Chemistry - a European journal","title":"Chemistry - a European journal"}],"physDesc":[{"extent":"Online-Ressource"}]}],"physDesc":[{"extent":"9 S."}],"id":{"eki":["1826619186"],"doi":["10.1002/chem.202201527"]},"type":{"media":"Online-Ressource","bibl":"article-journal"}} | ||
| SRT | |a LAUERJOCHE23AMIDECAG1220 | ||