Gold-catalyzed bidirectional access to planar heptacyclic benzobispyrido(1,2-α)indoles and benzobispyrrolo(1,2-α)quinolines for materials science
Our recently developed gold-catalyzed synthesis of indolo[1,2-a]quinolines was successfully expanded towards bidirectional approaches, enabling access to two heptacyclic structural motifs. In the case of benzobispyrido[1,2-a]indoles, previously inaccessible modifications of the only known representa...
Saved in:
| Main Authors: | , , , , , , |
|---|---|
| Format: | Article (Journal) |
| Language: | English |
| Published: |
October 18, 2022
|
| In: |
Advanced synthesis & catalysis
Year: 2022, Volume: 364, Issue: 20, Pages: 3559-3566 |
| ISSN: | 1615-4169 |
| DOI: | 10.1002/adsc.202200708 |
| Online Access: | Verlag, kostenfrei, Volltext: https://doi.org/10.1002/adsc.202200708 Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/adsc.202200708 
|
| Author Notes: | Robin Heckershoff, Lukas Eberle, Garrett May, Petra Krämer, Frank Rominger, Matthias Rudolph, and A. Stephen K. Hashmi |
MARC
| LEADER | 00000caa a2200000 c 4500 | ||
|---|---|---|---|
| 001 | 1828152005 | ||
| 003 | DE-627 | ||
| 005 | 20240119085122.0 | ||
| 007 | cr uuu---uuuuu | ||
| 008 | 221220s2022 xx |||||o 00| ||eng c | ||
| 024 | 7 | |a 10.1002/adsc.202200708 |2 doi | |
| 035 | |a (DE-627)1828152005 | ||
| 035 | |a (DE-599)KXP1828152005 | ||
| 035 | |a (OCoLC)1361670047 | ||
| 040 | |a DE-627 |b ger |c DE-627 |e rda | ||
| 041 | |a eng | ||
| 084 | |a 30 |2 sdnb | ||
| 100 | 1 | |a Heckershoff, Robin |d 1982- |e VerfasserIn |0 (DE-588)1209703858 |0 (DE-627)1697661270 |4 aut | |
| 245 | 1 | 0 | |a Gold-catalyzed bidirectional access to planar heptacyclic benzobispyrido(1,2-α)indoles and benzobispyrrolo(1,2-α)quinolines for materials science |c Robin Heckershoff, Lukas Eberle, Garrett May, Petra Krämer, Frank Rominger, Matthias Rudolph, and A. Stephen K. Hashmi |
| 246 | 3 | 3 | |a Gold-catalyzed bidirectional access to planar heptacyclic benzobispyrido(1,2-alpha)indoles and benzobispyrrolo(1,2-alpha)quinolines for materials science |
| 246 | 3 | 3 | |a Gold-catalyzed bidirectional access to planar heptacyclic benzobispyrido(1,2-a)indoles and benzobispyrrolo(1,2-a)quinolines for materials science |
| 264 | 1 | |c October 18, 2022 | |
| 300 | |b Illustrationen | ||
| 300 | |a 8 | ||
| 336 | |a Text |b txt |2 rdacontent | ||
| 337 | |a Computermedien |b c |2 rdamedia | ||
| 338 | |a Online-Ressource |b cr |2 rdacarrier | ||
| 500 | |a First published: 06 September 2022 | ||
| 500 | |a Gesehen am 20.12.2022 | ||
| 520 | |a Our recently developed gold-catalyzed synthesis of indolo[1,2-a]quinolines was successfully expanded towards bidirectional approaches, enabling access to two heptacyclic structural motifs. In the case of benzobispyrido[1,2-a]indoles, previously inaccessible modifications of the only known representative were made possible. In addition, the synthesis of a new class of nitrogen-containing heptacycles - namely benzobispyrrolo[1,2-a]quinolines - was achieved by applying alkynylated benzodipyrrole derivatives as starting materials. All new compounds alongside with their corresponding precursors were fully characterized and their properties were investigated by X-ray crystallography, photophysical measurements and computational methods. The study revealed important structure-effect relationships between the solid-state structures and the observed photophysical properties, e. g. aggregation-induced emission and solid-state fluorescence. | ||
| 650 | 4 | |a Gold catalysis | |
| 650 | 4 | |a Materials science | |
| 650 | 4 | |a Nitrogen heterocycles | |
| 650 | 4 | |a Organic semiconductors | |
| 650 | 4 | |a Photophysics | |
| 700 | 1 | |a Eberle, Lukas |e VerfasserIn |0 (DE-588)1198940174 |0 (DE-627)1681144832 |4 aut | |
| 700 | 1 | |a May, Garrett |e VerfasserIn |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 Rominger, Frank |d 1964- |e VerfasserIn |0 (DE-588)1019978228 |0 (DE-627)691067821 |0 (DE-576)359202756 |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 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 Advanced synthesis & catalysis |d Weinheim : Wiley-VCH, 2001 |g 364(2022), 20 vom: Okt., Seite 3559-3566 |h Online-Ressource |w (DE-627)326643990 |w (DE-600)2041384-1 |w (DE-576)094115966 |x 1615-4169 |7 nnas |a Gold-catalyzed bidirectional access to planar heptacyclic benzobispyrido(1,2-α)indoles and benzobispyrrolo(1,2-α)quinolines for materials science |
| 773 | 1 | 8 | |g volume:364 |g year:2022 |g number:20 |g month:10 |g pages:3559-3566 |g extent:8 |a Gold-catalyzed bidirectional access to planar heptacyclic benzobispyrido(1,2-α)indoles and benzobispyrrolo(1,2-α)quinolines for materials science |
| 856 | 4 | 0 | |u https://doi.org/10.1002/adsc.202200708 |x Verlag |x Resolving-System |z kostenfrei |3 Volltext |
| 856 | 4 | 0 | |u https://onlinelibrary.wiley.com/doi/abs/10.1002/adsc.202200708 |x Verlag |z kostenfrei |3 Volltext |
| 951 | |a AR | ||
| 992 | |a 20221220 | ||
| 993 | |a Article | ||
| 994 | |a 2022 | ||
| 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 136790380 |a Rudolph, Matthias |m 136790380:Rudolph, Matthias |d 120000 |d 120100 |e 120000PR136790380 |e 120100PR136790380 |k 0/120000/ |k 1/120000/120100/ |p 6 | ||
| 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 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 1198940174 |a Eberle, Lukas |m 1198940174:Eberle, Lukas |d 120000 |d 120200 |e 120000PE1198940174 |e 120200PE1198940174 |k 0/120000/ |k 1/120000/120200/ |p 2 | ||
| 998 | |g 1209703858 |a Heckershoff, Robin |m 1209703858:Heckershoff, Robin |d 120000 |e 120000PH1209703858 |k 0/120000/ |p 1 |x j | ||
| 999 | |a KXP-PPN1828152005 |e 4236020262 | ||
| BIB | |a Y | ||
| SER | |a journal | ||
| JSO | |a {"name":{"displayForm":["Robin Heckershoff, Lukas Eberle, Garrett May, Petra Krämer, Frank Rominger, Matthias Rudolph, and A. Stephen K. Hashmi"]},"note":["First published: 06 September 2022","Gesehen am 20.12.2022"],"recId":"1828152005","language":["eng"],"origin":[{"dateIssuedDisp":"October 18, 2022","dateIssuedKey":"2022"}],"person":[{"role":"aut","given":"Robin","family":"Heckershoff","display":"Heckershoff, Robin"},{"family":"Eberle","display":"Eberle, Lukas","role":"aut","given":"Lukas"},{"family":"May","display":"May, Garrett","role":"aut","given":"Garrett"},{"family":"Krämer","display":"Krämer, Petra","role":"aut","given":"Petra"},{"given":"Frank","role":"aut","display":"Rominger, Frank","family":"Rominger"},{"role":"aut","given":"Matthias","family":"Rudolph","display":"Rudolph, Matthias"},{"display":"Hashmi, A. Stephen K.","family":"Hashmi","given":"A. Stephen K.","role":"aut"}],"id":{"doi":["10.1002/adsc.202200708"],"eki":["1828152005"]},"type":{"media":"Online-Ressource","bibl":"article-journal"},"title":[{"title":"Gold-catalyzed bidirectional access to planar heptacyclic benzobispyrido(1,2-α)indoles and benzobispyrrolo(1,2-α)quinolines for materials science","title_sort":"Gold-catalyzed bidirectional access to planar heptacyclic benzobispyrido(1,2-α)indoles and benzobispyrrolo(1,2-α)quinolines for materials science"}],"relHost":[{"titleAlt":[{"title":"Advanced synthesis and catalysis"}],"disp":"Gold-catalyzed bidirectional access to planar heptacyclic benzobispyrido(1,2-α)indoles and benzobispyrrolo(1,2-α)quinolines for materials scienceAdvanced synthesis & catalysis","part":{"extent":"8","text":"364(2022), 20 vom: Okt., Seite 3559-3566","volume":"364","year":"2022","pages":"3559-3566","issue":"20"},"type":{"media":"Online-Ressource","bibl":"periodical"},"title":[{"title":"Advanced synthesis & catalysis","title_sort":"Advanced synthesis & catalysis"}],"physDesc":[{"extent":"Online-Ressource"}],"id":{"issn":["1615-4169"],"eki":["326643990"],"doi":["10.1002/(ISSN)1615-4169"],"zdb":["2041384-1"]},"origin":[{"publisherPlace":"Weinheim","dateIssuedDisp":"[2001]-","publisher":"Wiley-VCH"}],"language":["eng"],"note":["Fortsetzung der Druck-Ausgabe","Gesehen am 10.11.2022"],"recId":"326643990","pubHistory":["Volume 343 (2001)-"]}],"physDesc":[{"noteIll":"Illustrationen","extent":"8 S."}],"titleAlt":[{"title":"Gold-catalyzed bidirectional access to planar heptacyclic benzobispyrido(1,2-alpha)indoles and benzobispyrrolo(1,2-alpha)quinolines for materials science"},{"title":"Gold-catalyzed bidirectional access to planar heptacyclic benzobispyrido(1,2-a)indoles and benzobispyrrolo(1,2-a)quinolines for materials science"}]} | ||
| SRT | |a HECKERSHOFGOLDCATALY1820 | ||