Chiral self-sorting of giant cubic [8+12] Salicylimine cage compounds

Chiral self-sorting is intricately connected to the complicated chiral processes observed in nature and no artificial systems of comparably complexity have been generated by chemists. However, only a few examples of purely organic molecules have been reported so far, where the self-sorting process c...

Full description

Saved in:
Bibliographic Details
Main Authors: Wagner, Philippe (Author) , Rominger, Frank (Author) , Zhang, Wen-Shan (Author) , Gross, Jürgen H. (Author) , Elbert, Sven (Author) , Schröder, Rasmus R. (Author) , Mastalerz, Michael (Author)
Format: Article (Journal)
Language:English
Published: 2021
In: Angewandte Chemie. International edition
Year: 2021, Volume: 60, Issue: 16, Pages: 8896-8904
ISSN:1521-3773
DOI:10.1002/anie.202016592
Online Access:Verlag, kostenfrei, Volltext: https://doi.org/10.1002/anie.202016592
Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.202016592
Get full text
Author Notes:Philippe Wagner, Frank Rominger, Wen-Shan Zhang, Jürgen H. Gross, Sven M. Elbert, Rasmus R. Schröder, and Michael Mastalerz

MARC

LEADER 00000caa a2200000 c 4500
001 1843356708
003 DE-627
005 20230707005219.0
007 cr uuu---uuuuu
008 230421s2021 xx |||||o 00| ||eng c
024 7 |a 10.1002/anie.202016592  |2 doi 
035 |a (DE-627)1843356708 
035 |a (DE-599)KXP1843356708 
035 |a (OCoLC)1389536460 
040 |a DE-627  |b ger  |c DE-627  |e rda 
041 |a eng 
084 |a 30  |2 sdnb 
100 1 |a Wagner, Philippe  |d 1991-  |e VerfasserIn  |0 (DE-588)1172316856  |0 (DE-627)1041123663  |0 (DE-576)514512067  |4 aut 
245 1 0 |a Chiral self-sorting of giant cubic [8+12] Salicylimine cage compounds  |c Philippe Wagner, Frank Rominger, Wen-Shan Zhang, Jürgen H. Gross, Sven M. Elbert, Rasmus R. Schröder, and Michael Mastalerz 
246 3 3 |a Chiral self-sorting of giant cubic [eight plus twelve] Salicylimine cage compounds 
264 1 |c 2021 
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 Gesehen am 21.04.2023 
520 |a Chiral self-sorting is intricately connected to the complicated chiral processes observed in nature and no artificial systems of comparably complexity have been generated by chemists. However, only a few examples of purely organic molecules have been reported so far, where the self-sorting process could be controlled. Herein, we describe the chiral self-sorting of large cubic [8+12] salicylimine cage compounds based on a chiral TBTQ precursor. Out of 23 possible cage isomers only the enantiopure and a meso cage were observed to be formed, which have been unambiguously characterized by single crystal X-ray diffraction. Furthermore, by careful choice of solvent the formation of meso cage could be controlled. With internal diameters of din=3.3-3.5 nm these cages are among the largest organic cage compounds characterized and show very high specific surface areas up to approx. 1500 m2 g−1 after desolvation. 
650 4 |a cage compounds 
650 4 |a chiral 
650 4 |a imine 
650 4 |a self-sorting 
650 4 |a tribenzotriquinacene 
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 Zhang, Wen-Shan  |d 1980-  |e VerfasserIn  |0 (DE-588)1059729288  |0 (DE-627)798788968  |0 (DE-576)409955825  |4 aut 
700 1 |a Gross, Jürgen H.  |d 1963-  |e VerfasserIn  |0 (DE-588)1028129734  |0 (DE-627)730387143  |0 (DE-576)375656391  |4 aut 
700 1 |a Elbert, Sven  |e VerfasserIn  |0 (DE-588)1161543546  |0 (DE-627)1024826341  |0 (DE-576)50671263X  |4 aut 
700 1 |a Schröder, Rasmus R.  |e VerfasserIn  |0 (DE-588)1070886483  |0 (DE-627)824718895  |0 (DE-576)165430702  |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 Angewandte Chemie. International edition  |d Weinheim : Wiley-VCH, 1998  |g 60(2021), 16, Seite 8896-8904  |h Online-Ressource  |w (DE-627)320497879  |w (DE-600)2011836-3  |w (DE-576)111552060  |x 1521-3773  |7 nnas  |a Chiral self-sorting of giant cubic [8+12] Salicylimine cage compounds 
773 1 8 |g volume:60  |g year:2021  |g number:16  |g pages:8896-8904  |g extent:9  |a Chiral self-sorting of giant cubic [8+12] Salicylimine cage compounds 
856 4 0 |u https://doi.org/10.1002/anie.202016592  |x Verlag  |x Resolving-System  |z kostenfrei  |3 Volltext 
856 4 0 |u https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.202016592  |x Verlag  |z kostenfrei  |3 Volltext 
951 |a AR 
992 |a 20230421 
993 |a Article 
994 |a 2021 
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 1070886483  |a Schröder, Rasmus R.  |m 1070886483:Schröder, Rasmus R.  |d 910000  |d 911700  |e 910000PS1070886483  |e 911700PS1070886483  |k 0/910000/  |k 1/910000/911700/  |p 6 
998 |g 1161543546  |a Elbert, Sven  |m 1161543546:Elbert, Sven  |d 120000  |d 120100  |e 120000PE1161543546  |e 120100PE1161543546  |k 0/120000/  |k 1/120000/120100/  |p 5 
998 |g 1028129734  |a Gross, Jürgen H.  |m 1028129734:Gross, Jürgen H.  |d 120000  |d 120100  |e 120000PG1028129734  |e 120100PG1028129734  |k 0/120000/  |k 1/120000/120100/  |p 4 
998 |g 1059729288  |a Zhang, Wen-Shan  |m 1059729288:Zhang, Wen-Shan  |d 910000  |d 911700  |e 910000PZ1059729288  |e 911700PZ1059729288  |k 0/910000/  |k 1/910000/911700/  |p 3 
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 2 
998 |g 1172316856  |a Wagner, Philippe  |m 1172316856:Wagner, Philippe  |d 120000  |d 120100  |e 120000PW1172316856  |e 120100PW1172316856  |k 0/120000/  |k 1/120000/120100/  |p 1  |x j 
999 |a KXP-PPN1843356708  |e 4312532702 
BIB |a Y 
SER |a journal 
JSO |a {"recId":"1843356708","note":["Gesehen am 21.04.2023"],"language":["eng"],"title":[{"title":"Chiral self-sorting of giant cubic [8+12] Salicylimine cage compounds","title_sort":"Chiral self-sorting of giant cubic [8+12] Salicylimine cage compounds"}],"physDesc":[{"extent":"9 S."}],"name":{"displayForm":["Philippe Wagner, Frank Rominger, Wen-Shan Zhang, Jürgen H. Gross, Sven M. Elbert, Rasmus R. Schröder, and Michael Mastalerz"]},"person":[{"role":"aut","roleDisplay":"VerfasserIn","family":"Wagner","given":"Philippe","display":"Wagner, Philippe"},{"display":"Rominger, Frank","family":"Rominger","given":"Frank","roleDisplay":"VerfasserIn","role":"aut"},{"display":"Zhang, Wen-Shan","family":"Zhang","given":"Wen-Shan","roleDisplay":"VerfasserIn","role":"aut"},{"given":"Jürgen H.","family":"Gross","display":"Gross, Jürgen H.","role":"aut","roleDisplay":"VerfasserIn"},{"family":"Elbert","given":"Sven","display":"Elbert, Sven","roleDisplay":"VerfasserIn","role":"aut"},{"role":"aut","roleDisplay":"VerfasserIn","given":"Rasmus R.","family":"Schröder","display":"Schröder, Rasmus R."},{"given":"Michael","family":"Mastalerz","display":"Mastalerz, Michael","role":"aut","roleDisplay":"VerfasserIn"}],"titleAlt":[{"title":"Chiral self-sorting of giant cubic [eight plus twelve] Salicylimine cage compounds"}],"id":{"eki":["1843356708"],"doi":["10.1002/anie.202016592"]},"origin":[{"dateIssuedDisp":"2021","dateIssuedKey":"2021"}],"relHost":[{"id":{"zdb":["2011836-3"],"issn":["1521-3773"],"doi":["10.1002/(ISSN)1521-3773"],"eki":["320497879"]},"origin":[{"dateIssuedDisp":"1998-","publisherPlace":"Weinheim","dateIssuedKey":"1998","publisher":"Wiley-VCH"}],"type":{"media":"Online-Ressource","bibl":"periodical"},"pubHistory":["37.1998 -"],"part":{"text":"60(2021), 16, Seite 8896-8904","issue":"16","pages":"8896-8904","year":"2021","extent":"9","volume":"60"},"physDesc":[{"extent":"Online-Ressource"}],"titleAlt":[{"title":"Angewandte Chemie / International edition"}],"disp":"Chiral self-sorting of giant cubic [8+12] Salicylimine cage compoundsAngewandte Chemie. International edition","recId":"320497879","note":["Gesehen am 20.12.2022","Fortsetzung der Druck-Ausgabe"],"corporate":[{"role":"isb","roleDisplay":"Herausgebendes Organ","display":"Gesellschaft Deutscher Chemiker"}],"language":["eng"],"title":[{"title":"Angewandte Chemie","partname":"International edition","title_sort":"Angewandte Chemie","subtitle":"a journal of the Gesellschaft Deutscher Chemiker"}]}],"type":{"bibl":"article-journal","media":"Online-Ressource"}} 
SRT |a WAGNERPHILCHIRALSELF2021