Selenium- and tellurium-substituted cyclopropenones and their facile ring-opening with methanol

Treatment of donor-substituted acetylenes (X−C≡C−X, with X = R−Se, R−Te) with sodium trichloroacetate, followed by hydrolysis, yielded the corresponding cyclopropenones. Their structures could be elucidated by X-ray analysis, and indicated significant overlap between the p-type lone pairs on the cha...

Full description

Saved in:
Bibliographic Details
Main Authors: Werz, Daniel B. (Author) , Gleiter, Rolf (Author) , Rominger, Frank (Author)
Format: Article (Journal)
Language:English
Published: 2003
In: European journal of organic chemistry
Year: 2002, Issue: 1, Pages: 151-154
ISSN:1099-0690
DOI:10.1002/1099-0690(200301)2003:1<151::AID-EJOC151>3.0.CO;2-7
Online Access:Resolving-System, lizenzpflichtig, Volltext: https://doi.org/10.1002/1099-0690(200301)2003:1<151::AID-EJOC151>3.0.CO;2-7
Verlag, lizenzpflichtig, Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/1099-0690%28200301%292003%3A1%3C151%3A%3AAID-EJOC151%3E3.0.CO%3B2-7
Get full text
Author Notes:Daniel B. Werz, Rolf Gleiter, and Frank Rominger

MARC

LEADER 00000caa a2200000 c 4500
001 1736675621
003 DE-627
005 20220819002154.0
007 cr uuu---uuuuu
008 201027r20032002xx |||||o 00| ||eng c
024 7 |a 10.1002/1099-0690(200301)2003:1<151::AID-EJOC151>3.0.CO;2-7  |2 doi 
035 |a (DE-627)1736675621 
035 |a (DE-599)KXP1736675621 
035 |a (OCoLC)1341374847 
040 |a DE-627  |b ger  |c DE-627  |e rda 
041 |a eng 
084 |a 30  |2 sdnb 
100 1 |a Werz, Daniel B.  |d 1975-  |e VerfasserIn  |0 (DE-588)1141094398  |0 (DE-627)898857430  |0 (DE-576)494220082  |4 aut 
245 1 0 |a Selenium- and tellurium-substituted cyclopropenones and their facile ring-opening with methanol  |c Daniel B. Werz, Rolf Gleiter, and Frank Rominger 
264 1 |c 2003 
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 First published: 05 December 2002 
500 |a Gesehen am 27.10.2020 
520 |a Treatment of donor-substituted acetylenes (X−C≡C−X, with X = R−Se, R−Te) with sodium trichloroacetate, followed by hydrolysis, yielded the corresponding cyclopropenones. Their structures could be elucidated by X-ray analysis, and indicated significant overlap between the p-type lone pairs on the chalcogen atoms and the cyclopropenone unit. DFT calculations were carried out on various conformers in order to clarify their relative energy profiles. Methanolysis of these ring systems at room temperature quantitatively afforded α,β-unsaturated esters. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003) 
534 |c 2002 
650 4 |a Cyclopropenones 
650 4 |a DFT calculations 
650 4 |a Selenium 
650 4 |a Tellurium 
700 1 |a Gleiter, Rolf  |d 1936-  |e VerfasserIn  |0 (DE-588)1035293870  |0 (DE-627)747237077  |0 (DE-576)382908473  |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 
773 0 8 |i Enthalten in  |t European journal of organic chemistry  |d Weinheim : Wiley-VCH Verl., 1998  |g (2003), 1, Seite 151-154  |h Online-Ressource  |w (DE-627)269534539  |w (DE-600)1475010-7  |w (DE-576)07788468X  |x 1099-0690  |7 nnas  |a Selenium- and tellurium-substituted cyclopropenones and their facile ring-opening with methanol 
773 1 8 |g year:2003  |g number:1  |g pages:151-154  |g extent:4  |a Selenium- and tellurium-substituted cyclopropenones and their facile ring-opening with methanol 
856 4 0 |u https://doi.org/10.1002/1099-0690(200301)2003:1<151::AID-EJOC151>3.0.CO;2-7  |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%28200301%292003%3A1%3C151%3A%3AAID-EJOC151%3E3.0.CO%3B2-7  |x Verlag  |z lizenzpflichtig  |3 Volltext 
951 |a AR 
992 |a 20201027 
993 |a Article 
994 |a 2003 
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  |y j 
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 2 
998 |g 1141094398  |a Werz, Daniel B.  |m 1141094398:Werz, Daniel B.  |d 120000  |d 120100  |e 120000PW1141094398  |e 120100PW1141094398  |k 0/120000/  |k 1/120000/120100/  |p 1  |x j 
999 |a KXP-PPN1736675621  |e 3786727678 
BIB |a Y 
SER |a journal 
JSO |a {"note":["First published: 05 December 2002","Gesehen am 27.10.2020"],"title":[{"title_sort":"Selenium- and tellurium-substituted cyclopropenones and their facile ring-opening with methanol","title":"Selenium- and tellurium-substituted cyclopropenones and their facile ring-opening with methanol"}],"person":[{"role":"aut","given":"Daniel B.","family":"Werz","display":"Werz, Daniel B."},{"family":"Gleiter","given":"Rolf","display":"Gleiter, Rolf","role":"aut"},{"family":"Rominger","given":"Frank","display":"Rominger, Frank","role":"aut"}],"type":{"bibl":"article-journal","media":"Online-Ressource"},"origin":[{"dateIssuedKey":"2003","dateIssuedDisp":"2003"}],"physDesc":[{"extent":"4 S."}],"language":["eng"],"id":{"eki":["1736675621"],"doi":["10.1002/1099-0690(200301)2003:1<151::AID-EJOC151>3.0.CO;2-7"]},"recId":"1736675621","relHost":[{"title":[{"title":"European journal of organic chemistry","title_sort":"European journal of organic chemistry"}],"pubHistory":["1998 -"],"type":{"media":"Online-Ressource","bibl":"periodical"},"origin":[{"dateIssuedKey":"1998","publisher":"Wiley-VCH Verl.","dateIssuedDisp":"1998-","publisherPlace":"Weinheim"}],"note":["Gesehen am 21.01.04"],"recId":"269534539","id":{"issn":["1099-0690"],"zdb":["1475010-7"],"doi":["10.1002/(ISSN)1099-0690"],"eki":["269534539"]},"disp":"Selenium- and tellurium-substituted cyclopropenones and their facile ring-opening with methanolEuropean journal of organic chemistry","physDesc":[{"extent":"Online-Ressource"}],"part":{"year":"2003","issue":"1","text":"(2003), 1, Seite 151-154","pages":"151-154","extent":"4"},"language":["eng"]}],"name":{"displayForm":["Daniel B. Werz, Rolf Gleiter, and Frank Rominger"]}} 
SRT |a WERZDANIELSELENIUMAN2003