Titanium-catalyzed hydrohydrazination of carbodiimides
Hydrazinediido complexes of the type [Cp*Ti(NxylN)(NNR2)(L)] (R = Ph, Me; Ar, fluorene, L = tBuNH2, Py; 3a–e) have been synthesized and used as catalysts for the hydrohydrazination of a series of carbodiimides, yielding aminoguanidines or fluoreneiminoguanidines. The highest yields were obtained for...
Gespeichert in:
| Hauptverfasser: | , , |
|---|---|
| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
June 24, 2013
|
| In: |
Organometallics
Year: 2013, Jahrgang: 32, Heft: 13, Pages: 3697-3709 |
| ISSN: | 1520-6041 |
| DOI: | 10.1021/om400323p |
| Online-Zugang: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1021/om400323p
|
| Verfasserangaben: | Peter D. Schweizer, Hubert Wadepohl, and Lutz H. Gade |
MARC
| LEADER | 00000caa a2200000 c 4500 | ||
|---|---|---|---|
| 001 | 1765944716 | ||
| 003 | DE-627 | ||
| 005 | 20230427034844.0 | ||
| 007 | cr uuu---uuuuu | ||
| 008 | 210809s2013 xx |||||o 00| ||eng c | ||
| 024 | 7 | |a 10.1021/om400323p |2 doi | |
| 035 | |a (DE-627)1765944716 | ||
| 035 | |a (DE-599)KXP1765944716 | ||
| 035 | |a (OCoLC)1341420309 | ||
| 040 | |a DE-627 |b ger |c DE-627 |e rda | ||
| 041 | |a eng | ||
| 084 | |a 30 |2 sdnb | ||
| 100 | 1 | |a Schweizer, Peter Dominik |e VerfasserIn |0 (DE-588)1052157599 |0 (DE-627)787938432 |0 (DE-576)407916202 |4 aut | |
| 245 | 1 | 0 | |a Titanium-catalyzed hydrohydrazination of carbodiimides |c Peter D. Schweizer, Hubert Wadepohl, and Lutz H. Gade |
| 264 | 1 | |c June 24, 2013 | |
| 300 | |a 13 | ||
| 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 09.08.2021 | ||
| 520 | |a Hydrazinediido complexes of the type [Cp*Ti(NxylN)(NNR2)(L)] (R = Ph, Me; Ar, fluorene, L = tBuNH2, Py; 3a–e) have been synthesized and used as catalysts for the hydrohydrazination of a series of carbodiimides, yielding aminoguanidines or fluoreneiminoguanidines. The highest yields were obtained for diarylhydrazines and fluorenone hydrazone at temperatures between 80 and 105 °C. Stoichiometric reactions of hydrazinediido complexes with iPrNCNiPr led to an equilibrium with the resulting [2 + 2] cycloadducts 4a–f, which were characterized by 1H, 13C, and 15N NMR spectroscopy as well as X-ray diffraction. The proposed mechanism, which is closely related to that previously established for the hydrohydrazination of alkynes and allenes, was found to be consistent with the results of a kinetic study. The dynamic structures of aminoguanidines and fluoreneiminoguanidines were characterized by NMR spectroscopy, and the minimum configurations were found to be stabilized by intramolecular hydrogen bonding. | ||
| 700 | 1 | |a Wadepohl, Hubert |e VerfasserIn |0 (DE-588)1019812354 |0 (DE-627)691026572 |0 (DE-576)358886724 |4 aut | |
| 700 | 1 | |a Gade, Lutz H. |d 1963- |e VerfasserIn |0 (DE-588)1019812737 |0 (DE-627)691026750 |0 (DE-576)358881870 |4 aut | |
| 773 | 0 | 8 | |i Enthalten in |t Organometallics |d Washington, DC : ACS Publ., 1982 |g 32(2013), 13, Seite 3697-3709 |h Online-Ressource |w (DE-627)320453111 |w (DE-600)2006302-7 |w (DE-576)09088941X |x 1520-6041 |7 nnas |a Titanium-catalyzed hydrohydrazination of carbodiimides |
| 773 | 1 | 8 | |g volume:32 |g year:2013 |g number:13 |g pages:3697-3709 |g extent:13 |a Titanium-catalyzed hydrohydrazination of carbodiimides |
| 856 | 4 | 0 | |u https://doi.org/10.1021/om400323p |x Verlag |x Resolving-System |z lizenzpflichtig |3 Volltext |
| 951 | |a AR | ||
| 992 | |a 20210809 | ||
| 993 | |a Article | ||
| 994 | |a 2013 | ||
| 998 | |g 1019812737 |a Gade, Lutz H. |m 1019812737:Gade, Lutz H. |d 120000 |d 120200 |e 120000PG1019812737 |e 120200PG1019812737 |k 0/120000/ |k 1/120000/120200/ |p 3 |y j | ||
| 998 | |g 1019812354 |a Wadepohl, Hubert |m 1019812354:Wadepohl, Hubert |d 120000 |d 120200 |e 120000PW1019812354 |e 120200PW1019812354 |k 0/120000/ |k 1/120000/120200/ |p 2 | ||
| 998 | |g 1052157599 |a Schweizer, Peter Dominik |m 1052157599:Schweizer, Peter Dominik |d 120000 |d 120200 |e 120000PS1052157599 |e 120200PS1052157599 |k 0/120000/ |k 1/120000/120200/ |p 1 |x j | ||
| 999 | |a KXP-PPN1765944716 |e 3963676655 | ||
| BIB | |a Y | ||
| SER | |a journal | ||
| JSO | |a {"physDesc":[{"extent":"13 S."}],"relHost":[{"language":["eng"],"recId":"320453111","type":{"bibl":"periodical","media":"Online-Ressource"},"note":["Gesehen am 22.03.23"],"disp":"Titanium-catalyzed hydrohydrazination of carbodiimidesOrganometallics","part":{"pages":"3697-3709","issue":"13","year":"2013","extent":"13","text":"32(2013), 13, Seite 3697-3709","volume":"32"},"pubHistory":["1.1982 -"],"title":[{"subtitle":"web edition","title":"Organometallics","title_sort":"Organometallics"}],"physDesc":[{"extent":"Online-Ressource"}],"name":{"displayForm":["American Chemical Society"]},"id":{"issn":["1520-6041"],"zdb":["2006302-7"],"eki":["320453111"]},"origin":[{"publisherPlace":"Washington, DC","dateIssuedKey":"1982","publisher":"ACS Publ.","dateIssuedDisp":"1982-"}]}],"name":{"displayForm":["Peter D. Schweizer, Hubert Wadepohl, and Lutz H. Gade"]},"origin":[{"dateIssuedKey":"2013","dateIssuedDisp":"June 24, 2013"}],"id":{"doi":["10.1021/om400323p"],"eki":["1765944716"]},"note":["Gesehen am 09.08.2021"],"type":{"bibl":"article-journal","media":"Online-Ressource"},"language":["eng"],"recId":"1765944716","person":[{"family":"Schweizer","given":"Peter Dominik","roleDisplay":"VerfasserIn","display":"Schweizer, Peter Dominik","role":"aut"},{"roleDisplay":"VerfasserIn","display":"Wadepohl, Hubert","role":"aut","family":"Wadepohl","given":"Hubert"},{"display":"Gade, Lutz H.","roleDisplay":"VerfasserIn","role":"aut","family":"Gade","given":"Lutz H."}],"title":[{"title_sort":"Titanium-catalyzed hydrohydrazination of carbodiimides","title":"Titanium-catalyzed hydrohydrazination of carbodiimides"}]} | ||
| SRT | |a SCHWEIZERPTITANIUMCA2420 | ||