Light-induced gold-catalyzed Hiyama arylation: a coupling access to biarylboronates
Organoboron compounds are versatile synthetic building blocks. We herein report a new strategy, a photochemical gold-catalyzed chemo-selective Hiyama arylation of B,Si bifunctionalized reagents with diazonium salts, which is orthogonal to common strategies and therefore a unique tool for synthesis o...
Gespeichert in:
| Hauptverfasser: | , , , , , , |
|---|---|
| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
09 October 2018
|
| In: |
Angewandte Chemie
Year: 2018, Jahrgang: 130, Heft: 51, Pages: 16890-16895 |
| ISSN: | 1521-3757 |
| DOI: | 10.1002/ange.201806427 |
| Online-Zugang: | Resolving-System, Volltext: http://dx.doi.org/10.1002/ange.201806427 Verlag, Volltext: https://onlinelibrary.wiley.com/doi/10.1002/ange.201806427 
|
| Verfasserangaben: | Jin Xie, Kohei Sekine, Sina Witzel, Petra Krämer, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi |
MARC
| LEADER | 00000caa a2200000 c 4500 | ||
|---|---|---|---|
| 001 | 1587276038 | ||
| 003 | DE-627 | ||
| 005 | 20230427034229.0 | ||
| 007 | cr uuu---uuuuu | ||
| 008 | 190205s2018 xx |||||o 00| ||eng c | ||
| 024 | 7 | |a 10.1002/ange.201806427 |2 doi | |
| 035 | |a (DE-627)1587276038 | ||
| 035 | |a (DE-576)517276038 | ||
| 035 | |a (DE-599)BSZ517276038 | ||
| 035 | |a (OCoLC)1341035269 | ||
| 040 | |a DE-627 |b ger |c DE-627 |e rda | ||
| 041 | |a eng | ||
| 084 | |a 30 |2 sdnb | ||
| 100 | 1 | |a Xie, Jin |e VerfasserIn |0 (DE-588)107411695X |0 (DE-627)830254528 |0 (DE-576)437513521 |4 aut | |
| 245 | 1 | 0 | |a Light-induced gold-catalyzed Hiyama arylation |b a coupling access to biarylboronates |c Jin Xie, Kohei Sekine, Sina Witzel, Petra Krämer, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi |
| 264 | 1 | |c 09 October 2018 | |
| 300 | |a 6 | ||
| 336 | |a Text |b txt |2 rdacontent | ||
| 337 | |a Computermedien |b c |2 rdamedia | ||
| 338 | |a Online-Ressource |b cr |2 rdacarrier | ||
| 500 | |a Gesehen am 14.05.2020 | ||
| 520 | |a Organoboron compounds are versatile synthetic building blocks. We herein report a new strategy, a photochemical gold-catalyzed chemo-selective Hiyama arylation of B,Si bifunctionalized reagents with diazonium salts, which is orthogonal to common strategies and therefore a unique tool for synthesis of valuable biarylboronates. With this new methodology a wide array of diversely functionalized sp2- and sp3-hybridized biarylboronates were obtained. Notably, the synergism of gold catalysis with copper catalysis or palladium catalysis, allows for one-pot iterative C−X (heteroatom) and C−C couplings for the rapid assembly of several simple fragments to relatively complex molecules. Mechanistic studies indicated that photosensitizer-free conditions were superior to gold/Ru(bpy)3Cl2 dual catalysis. | ||
| 650 | 4 | |a bimetallic reagents | |
| 650 | 4 | |a diazonium salts | |
| 650 | 4 | |a gold catalysis | |
| 650 | 4 | |a Hiyama coupling | |
| 650 | 4 | |a photochemistry | |
| 700 | 1 | |a Sekine, Kohei |e VerfasserIn |0 (DE-588)1162203323 |0 (DE-627)1025668553 |0 (DE-576)507253191 |4 aut | |
| 700 | 1 | |a Witzel, Sina |d 1992- |e VerfasserIn |0 (DE-588)1138942081 |0 (DE-627)896547574 |0 (DE-576)492772959 |4 aut | |
| 700 | 1 | |a Krämer, Petra |e VerfasserIn |0 (DE-588)1054241651 |0 (DE-627)791255239 |0 (DE-576)410099384 |4 aut | |
| 700 | 1 | |a Rudolph, Matthias |d 1975- |e VerfasserIn |0 (DE-588)136790380 |0 (DE-627)587252405 |0 (DE-576)301277524 |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 Hashmi, A. Stephen K. |d 1963- |e VerfasserIn |0 (DE-588)101199576X |0 (DE-627)704823926 |0 (DE-576)169176665 |4 aut | |
| 773 | 0 | 8 | |i Enthalten in |t Angewandte Chemie |d Weinheim : Wiley-VCH, 1887 |g 130(2018), 51, Seite 16890-16895 |h Online-Ressource |w (DE-627)271178531 |w (DE-600)1479266-7 |w (DE-576)078707463 |x 1521-3757 |7 nnas |a Light-induced gold-catalyzed Hiyama arylation a coupling access to biarylboronates |
| 773 | 1 | 8 | |g volume:130 |g year:2018 |g number:51 |g pages:16890-16895 |g extent:6 |a Light-induced gold-catalyzed Hiyama arylation a coupling access to biarylboronates |
| 856 | 4 | 0 | |u http://dx.doi.org/10.1002/ange.201806427 |x Resolving-System |x Verlag |3 Volltext |
| 856 | 4 | 0 | |u https://onlinelibrary.wiley.com/doi/10.1002/ange.201806427 |x Verlag |3 Volltext |
| 951 | |a AR | ||
| 992 | |a 20190205 | ||
| 993 | |a Article | ||
| 994 | |a 2018 | ||
| 998 | |g 101199576X |a Hashmi, A. Stephen K. |m 101199576X:Hashmi, A. Stephen K. |d 120000 |d 120100 |e 120000PH101199576X |e 120100PH101199576X |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 136790380 |a Rudolph, Matthias |m 136790380:Rudolph, Matthias |d 120000 |d 120100 |e 120000PR136790380 |e 120100PR136790380 |k 0/120000/ |k 1/120000/120100/ |p 5 | ||
| 998 | |g 1054241651 |a Krämer, Petra |m 1054241651:Krämer, Petra |d 120000 |d 120100 |e 120000PK1054241651 |e 120100PK1054241651 |k 0/120000/ |k 1/120000/120100/ |p 4 | ||
| 998 | |g 1138942081 |a Witzel, Sina |m 1138942081:Witzel, Sina |d 120000 |d 120100 |e 120000PW1138942081 |e 120100PW1138942081 |k 0/120000/ |k 1/120000/120100/ |p 3 | ||
| 998 | |g 1162203323 |a Sekine, Kohei |m 1162203323:Sekine, Kohei |d 120000 |d 120100 |e 120000PS1162203323 |e 120100PS1162203323 |k 0/120000/ |k 1/120000/120100/ |p 2 | ||
| 998 | |g 107411695X |a Xie, Jin |m 107411695X:Xie, Jin |p 1 |x j | ||
| 999 | |a KXP-PPN1587276038 |e 3053886499 | ||
| BIB | |a Y | ||
| SER | |a journal | ||
| JSO | |a {"origin":[{"dateIssuedKey":"2018","dateIssuedDisp":"09 October 2018"}],"language":["eng"],"note":["Gesehen am 14.05.2020"],"recId":"1587276038","name":{"displayForm":["Jin Xie, Kohei Sekine, Sina Witzel, Petra Krämer, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi"]},"person":[{"role":"aut","given":"Jin","family":"Xie","display":"Xie, Jin"},{"given":"Kohei","role":"aut","display":"Sekine, Kohei","family":"Sekine"},{"family":"Witzel","display":"Witzel, Sina","role":"aut","given":"Sina"},{"display":"Krämer, Petra","family":"Krämer","given":"Petra","role":"aut"},{"family":"Rudolph","display":"Rudolph, Matthias","role":"aut","given":"Matthias"},{"family":"Rominger","display":"Rominger, Frank","role":"aut","given":"Frank"},{"role":"aut","given":"A. Stephen K.","family":"Hashmi","display":"Hashmi, A. Stephen K."}],"physDesc":[{"extent":"6 S."}],"relHost":[{"pubHistory":["1.1887 -"],"note":["Gesehen am 30.01.04","Gesehen am 31.01.11","Fortsetzung der Druck-Ausgabe"],"language":["ger"],"recId":"271178531","origin":[{"dateIssuedKey":"1887","publisher":"Wiley-VCH","dateIssuedDisp":"1887-","publisherPlace":"Weinheim"}],"id":{"issn":["1521-3757"],"eki":["271178531"],"doi":["10.1002/(ISSN)1521-3757"],"zdb":["1479266-7"]},"type":{"media":"Online-Ressource","bibl":"periodical"},"physDesc":[{"extent":"Online-Ressource"}],"title":[{"title":"Angewandte Chemie","title_sort":"Angewandte Chemie"}],"corporate":[{"role":"isb","display":"Gesellschaft Deutscher Chemiker"}],"titleAlt":[{"title":"Zeitschrift für angewandte Chemie"},{"title":"Zeitschrift für angewandte Chemie und Zentralblatt für technische Chemie"},{"title":"Zeitschrift für angewandte Chemie"},{"title":"Angewandte Chemie"},{"title":"Die Chemie <Berlin>"},{"title":"Angewandte Chemie / A"}],"disp":"Light-induced gold-catalyzed Hiyama arylation a coupling access to biarylboronatesAngewandte Chemie","part":{"text":"130(2018), 51, Seite 16890-16895","volume":"130","year":"2018","extent":"6","issue":"51","pages":"16890-16895"}}],"title":[{"title":"Light-induced gold-catalyzed Hiyama arylation","title_sort":"Light-induced gold-catalyzed Hiyama arylation","subtitle":"a coupling access to biarylboronates"}],"type":{"bibl":"article-journal","media":"Online-Ressource"},"id":{"eki":["1587276038"],"doi":["10.1002/ange.201806427"]}} | ||
| SRT | |a XIEJINSEKILIGHTINDUC0920 | ||