Syntheses and structural properties of 1,8-diazacyclotetradeca-3,5,10,12-tetraynes

The syntheses of 1,8-diazacyclotetradeca-3,5,10,12-tetrayne (2a), its N,N′-dimethyl (2b), N,N′-diethyl (2c), N,N′-diisopropyl (2d), N,N′-diallyl (2e), and N,N′-dibenzyl (2f) derivatives were achieved in a one-pot procedure from primary amines and 1,6-dibromo-2,4-hexadiyne (4). Diffraction studies on...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Hauptverfasser: Hövermann, Kirstin (VerfasserIn) , Ritter, Joachim (VerfasserIn) , Rominger, Frank (VerfasserIn) , Nuber, Bernhard (VerfasserIn) , Gleiter, Rolf (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: 15 June 2000
In: European journal of organic chemistry
Year: 2000, Heft: 12, Pages: 2291-2294
ISSN:1099-0690
DOI:10.1002/1099-0690(200006)2000:12<2291::AID-EJOC2291>3.0.CO;2-U
Online-Zugang:Resolving-System, lizenzpflichtig, Volltext: https://doi.org/10.1002/1099-0690(200006)2000:12<2291::AID-EJOC2291>3.0.CO;2-U
Verlag, lizenzpflichtig, Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/1099-0690%28200006%292000%3A12%3C2291%3A%3AAID-EJOC2291%3E3.0.CO%3B2-U
Volltext
Verfasserangaben:Kirstin Hövermann, Joachim Ritter, Frank Rominger, Bernhard Nuber, and Rolf Gleiter

MARC

LEADER 00000caa a2200000 c 4500
001 1736645293
003 DE-627
005 20220819001827.0
007 cr uuu---uuuuu
008 201027s2000 xx |||||o 00| ||eng c
024 7 |a 10.1002/1099-0690(200006)2000:12<2291::AID-EJOC2291>3.0.CO;2-U  |2 doi 
035 |a (DE-627)1736645293 
035 |a (DE-599)KXP1736645293 
035 |a (OCoLC)1341373308 
040 |a DE-627  |b ger  |c DE-627  |e rda 
041 |a eng 
084 |a 30  |2 sdnb 
100 1 |a Hövermann, Kirstin  |e VerfasserIn  |0 (DE-588)1220297895  |0 (DE-627)1736645579  |4 aut 
245 1 0 |a Syntheses and structural properties of 1,8-diazacyclotetradeca-3,5,10,12-tetraynes  |c Kirstin Hövermann, Joachim Ritter, Frank Rominger, Bernhard Nuber, and Rolf Gleiter 
264 1 |c 15 June 2000 
300 |a 4 
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 27.10.2020 
520 |a The syntheses of 1,8-diazacyclotetradeca-3,5,10,12-tetrayne (2a), its N,N′-dimethyl (2b), N,N′-diethyl (2c), N,N′-diisopropyl (2d), N,N′-diallyl (2e), and N,N′-dibenzyl (2f) derivatives were achieved in a one-pot procedure from primary amines and 1,6-dibromo-2,4-hexadiyne (4). Diffraction studies on single crystals of 2c−2f reveal a chair conformation with the substituents in the diaxial positions. The preference of the axial orientation of the substituents on the nitrogens in 2c−2f is due to several contributions: minimal synaxial 1,3 interactions of the NR bond and the lone pair with adjacent CH and CC bonds. 
650 4 |a Alkynes 
650 4 |a Cyclizations 
650 4 |a Medium-sized rings 
650 4 |a Structure elucidation 
700 1 |a Ritter, Joachim  |e VerfasserIn  |0 (DE-588)1220298336  |0 (DE-627)1736647229  |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 Nuber, Bernhard  |e VerfasserIn  |0 (DE-588)1017704058  |0 (DE-627)690405146  |0 (DE-576)354161008  |4 aut 
700 1 |a Gleiter, Rolf  |d 1936-  |e VerfasserIn  |0 (DE-588)1035293870  |0 (DE-627)747237077  |0 (DE-576)382908473  |4 aut 
773 0 8 |i Enthalten in  |t European journal of organic chemistry  |d Weinheim : Wiley-VCH Verl., 1998  |g (2000), 12, Seite 2291-2294  |h Online-Ressource  |w (DE-627)269534539  |w (DE-600)1475010-7  |w (DE-576)07788468X  |x 1099-0690  |7 nnas  |a Syntheses and structural properties of 1,8-diazacyclotetradeca-3,5,10,12-tetraynes 
773 1 8 |g year:2000  |g number:12  |g pages:2291-2294  |g extent:4  |a Syntheses and structural properties of 1,8-diazacyclotetradeca-3,5,10,12-tetraynes 
856 4 0 |u https://doi.org/10.1002/1099-0690(200006)2000:12<2291::AID-EJOC2291>3.0.CO;2-U  |x Resolving-System  |x Verlag  |z lizenzpflichtig  |3 Volltext 
856 4 0 |u https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/1099-0690%28200006%292000%3A12%3C2291%3A%3AAID-EJOC2291%3E3.0.CO%3B2-U  |x Verlag  |z lizenzpflichtig  |3 Volltext 
951 |a AR 
992 |a 20201027 
993 |a Article 
994 |a 2000 
998 |g 1035293870  |a Gleiter, Rolf  |m 1035293870:Gleiter, Rolf  |d 120000  |d 120100  |e 120000PG1035293870  |e 120100PG1035293870  |k 0/120000/  |k 1/120000/120100/  |p 5  |y j 
998 |g 1017704058  |a Nuber, Bernhard  |m 1017704058:Nuber, Bernhard  |d 120000  |d 120200  |e 120000PN1017704058  |e 120200PN1017704058  |k 0/120000/  |k 1/120000/120200/  |p 4 
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 3 
998 |g 1220298336  |a Ritter, Joachim  |m 1220298336:Ritter, Joachim  |p 2 
998 |g 1220297895  |a Hövermann, Kirstin  |m 1220297895:Hövermann, Kirstin  |d 120000  |d 120100  |e 120000PH1220297895  |e 120100PH1220297895  |k 0/120000/  |k 1/120000/120100/  |p 1  |x j 
999 |a KXP-PPN1736645293  |e 3786641587 
BIB |a Y 
SER |a journal 
JSO |a {"physDesc":[{"extent":"4 S."}],"relHost":[{"physDesc":[{"extent":"Online-Ressource"}],"origin":[{"dateIssuedKey":"1998","publisher":"Wiley-VCH Verl.","dateIssuedDisp":"1998-","publisherPlace":"Weinheim"}],"id":{"issn":["1099-0690"],"zdb":["1475010-7"],"doi":["10.1002/(ISSN)1099-0690"],"eki":["269534539"]},"note":["Gesehen am 21.01.04"],"type":{"media":"Online-Ressource","bibl":"periodical"},"disp":"Syntheses and structural properties of 1,8-diazacyclotetradeca-3,5,10,12-tetraynesEuropean journal of organic chemistry","language":["eng"],"recId":"269534539","pubHistory":["1998 -"],"part":{"extent":"4","text":"(2000), 12, Seite 2291-2294","pages":"2291-2294","issue":"12","year":"2000"},"title":[{"title_sort":"European journal of organic chemistry","title":"European journal of organic chemistry"}]}],"name":{"displayForm":["Kirstin Hövermann, Joachim Ritter, Frank Rominger, Bernhard Nuber, and Rolf Gleiter"]},"origin":[{"dateIssuedKey":"2000","dateIssuedDisp":"15 June 2000"}],"id":{"eki":["1736645293"],"doi":["10.1002/1099-0690(200006)2000:12<2291::AID-EJOC2291>3.0.CO;2-U"]},"type":{"bibl":"article-journal","media":"Online-Ressource"},"note":["Gesehen am 27.10.2020"],"recId":"1736645293","language":["eng"],"person":[{"role":"aut","roleDisplay":"VerfasserIn","display":"Hövermann, Kirstin","given":"Kirstin","family":"Hövermann"},{"family":"Ritter","given":"Joachim","roleDisplay":"VerfasserIn","display":"Ritter, Joachim","role":"aut"},{"role":"aut","roleDisplay":"VerfasserIn","display":"Rominger, Frank","given":"Frank","family":"Rominger"},{"family":"Nuber","given":"Bernhard","roleDisplay":"VerfasserIn","display":"Nuber, Bernhard","role":"aut"},{"family":"Gleiter","given":"Rolf","roleDisplay":"VerfasserIn","display":"Gleiter, Rolf","role":"aut"}],"title":[{"title":"Syntheses and structural properties of 1,8-diazacyclotetradeca-3,5,10,12-tetraynes","title_sort":"Syntheses and structural properties of 1,8-diazacyclotetradeca-3,5,10,12-tetraynes"}]} 
SRT |a HOEVERMANNSYNTHESESA1520