Syntheses and properties of donor-acceptor-substituted molecules with a bicyclo[2.2.1]heptane, a bicyclo[2.2.2]octane, and a tricyclo[3.3.0.03,7]octane spacer
Starting from bicyclo[2.2.1]heptane-2,5-dione, bicyclo[2.2.2]octane-2,5-dione and tricyclo[3.3.0.03,7]octane-2,6-dione we were able to synthesize donor?acceptor-substituted derivatives by condensation reactions. The components for the condensations were propanedinitrile (21) for the acceptor part, a...
Gespeichert in:
| Hauptverfasser: | , , , , , |
|---|---|
| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
17 July 2001
|
| In: |
European journal of organic chemistry
Year: 2001, Heft: 16, Pages: 3045-3053 |
| ISSN: | 1099-0690 |
| DOI: | 10.1002/1099-0690(200108)2001:16<3045::AID-EJOC3045>3.0.CO;2-G |
| Online-Zugang: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/1099-0690(200108)2001:16<3045::AID-EJOC3045>3.0.CO;2-G Verlag, lizenzpflichtig, Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/1099-0690%28200108%292001%3A16%3C3045%3A%3AAID-EJOC3045%3E3.0.CO%3B2-G 
|
| Verfasserangaben: | Marco Altmayer, Bettina Gaa, Rolf Gleiter, Frank Rominger, Jana Kurzawa, and Siegfried Schneider |
MARC
| LEADER | 00000caa a2200000 c 4500 | ||
|---|---|---|---|
| 001 | 1736623982 | ||
| 003 | DE-627 | ||
| 005 | 20220819001550.0 | ||
| 007 | cr uuu---uuuuu | ||
| 008 | 201026s2001 xx |||||o 00| ||eng c | ||
| 024 | 7 | |a 10.1002/1099-0690(200108)2001:16<3045::AID-EJOC3045>3.0.CO;2-G |2 doi | |
| 035 | |a (DE-627)1736623982 | ||
| 035 | |a (DE-599)KXP1736623982 | ||
| 035 | |a (OCoLC)1341374823 | ||
| 040 | |a DE-627 |b ger |c DE-627 |e rda | ||
| 041 | |a eng | ||
| 084 | |a 30 |2 sdnb | ||
| 100 | 1 | |a Altmayer, Marco |e VerfasserIn |0 (DE-588)1220256943 |0 (DE-627)173662489X |4 aut | |
| 245 | 1 | 0 | |a Syntheses and properties of donor-acceptor-substituted molecules with a bicyclo[2.2.1]heptane, a bicyclo[2.2.2]octane, and a tricyclo[3.3.0.03,7]octane spacer |c Marco Altmayer, Bettina Gaa, Rolf Gleiter, Frank Rominger, Jana Kurzawa, and Siegfried Schneider |
| 264 | 1 | |c 17 July 2001 | |
| 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 22.10.2020 | ||
| 520 | |a Starting from bicyclo[2.2.1]heptane-2,5-dione, bicyclo[2.2.2]octane-2,5-dione and tricyclo[3.3.0.03,7]octane-2,6-dione we were able to synthesize donor?acceptor-substituted derivatives by condensation reactions. The components for the condensations were propanedinitrile (21) for the acceptor part, and diethyl [(naphthalen-1-yl)methyl]phosphonate (12), diethyl [(anthracen-9-yl)methyl]phosphonate (13), and diethyl [(pyren-1-yl)methyl]phosphonate (14). To condense propanedinitrile we used the Knoevenagel condensation and for the phosphonates we used the Wittig?Horner?Emmons procedure. By means of NOESY NMR experiments the (E) configuration at the exo double bond of the donor?acceptor-substituted bicycles could be established. X-ray investigations on 22, 24, 27, and 39 confirmed the (E) configuration at the exo double bond and yielded the molecular parameters. Fluorescence spectra provided evidence for efficient photoinduced electron transfer in only the naphthalene and pyrene derivatives 22 and 26, but not in the analogous anthracene derivative 24 in accordance with estimates for ?Get. | ||
| 650 | 4 | |a Donor−acceptor systems | |
| 650 | 4 | |a Electron transfer | |
| 650 | 4 | |a Polycycles | |
| 650 | 4 | |a Through-bond interactions | |
| 700 | 1 | |a Gaa, Bettina |e VerfasserIn |0 (DE-588)122089812 |0 (DE-627)70576835X |0 (DE-576)293086729 |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 | |
| 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 Kurzawa, Jana |e VerfasserIn |4 aut | |
| 700 | 1 | |a Schneider, Siegfried |e VerfasserIn |4 aut | |
| 773 | 0 | 8 | |i Enthalten in |t European journal of organic chemistry |d Weinheim : Wiley-VCH Verl., 1998 |g (2001), 16, Seite 3045-3053 |h Online-Ressource |w (DE-627)269534539 |w (DE-600)1475010-7 |w (DE-576)07788468X |x 1099-0690 |7 nnas |a Syntheses and properties of donor-acceptor-substituted molecules with a bicyclo[2.2.1]heptane, a bicyclo[2.2.2]octane, and a tricyclo[3.3.0.03,7]octane spacer |
| 773 | 1 | 8 | |g year:2001 |g number:16 |g pages:3045-3053 |g extent:9 |a Syntheses and properties of donor-acceptor-substituted molecules with a bicyclo[2.2.1]heptane, a bicyclo[2.2.2]octane, and a tricyclo[3.3.0.03,7]octane spacer |
| 856 | 4 | 0 | |u https://doi.org/10.1002/1099-0690(200108)2001:16<3045::AID-EJOC3045>3.0.CO;2-G |x Verlag |x Resolving-System |z lizenzpflichtig |3 Volltext |
| 856 | 4 | 0 | |u https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/1099-0690%28200108%292001%3A16%3C3045%3A%3AAID-EJOC3045%3E3.0.CO%3B2-G |x Verlag |z lizenzpflichtig |3 Volltext |
| 951 | |a AR | ||
| 992 | |a 20201026 | ||
| 993 | |a Article | ||
| 994 | |a 2001 | ||
| 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 4 | ||
| 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 3 | ||
| 998 | |g 122089812 |a Gaa, Bettina |m 122089812:Gaa, Bettina |p 2 | ||
| 998 | |g 1220256943 |a Altmayer, Marco |m 1220256943:Altmayer, Marco |p 1 |x j | ||
| 999 | |a KXP-PPN1736623982 |e 3786505691 | ||
| BIB | |a Y | ||
| SER | |a journal | ||
| JSO | |a {"recId":"1736623982","name":{"displayForm":["Marco Altmayer, Bettina Gaa, Rolf Gleiter, Frank Rominger, Jana Kurzawa, and Siegfried Schneider"]},"physDesc":[{"extent":"9 S."}],"relHost":[{"disp":"Syntheses and properties of donor-acceptor-substituted molecules with a bicyclo[2.2.1]heptane, a bicyclo[2.2.2]octane, and a tricyclo[3.3.0.03,7]octane spacerEuropean journal of organic chemistry","language":["eng"],"part":{"extent":"9","text":"(2001), 16, Seite 3045-3053","pages":"3045-3053","issue":"16","year":"2001"},"note":["Gesehen am 21.01.04"],"type":{"media":"Online-Ressource","bibl":"periodical"},"origin":[{"dateIssuedDisp":"1998-","publisherPlace":"Weinheim","publisher":"Wiley-VCH Verl.","dateIssuedKey":"1998"}],"title":[{"title":"European journal of organic chemistry","title_sort":"European journal of organic chemistry"}],"recId":"269534539","pubHistory":["1998 -"],"physDesc":[{"extent":"Online-Ressource"}],"id":{"zdb":["1475010-7"],"issn":["1099-0690"],"eki":["269534539"],"doi":["10.1002/(ISSN)1099-0690"]}}],"id":{"doi":["10.1002/1099-0690(200108)2001:16<3045::AID-EJOC3045>3.0.CO;2-G"],"eki":["1736623982"]},"person":[{"role":"aut","given":"Marco","display":"Altmayer, Marco","family":"Altmayer"},{"role":"aut","given":"Bettina","display":"Gaa, Bettina","family":"Gaa"},{"role":"aut","given":"Rolf","display":"Gleiter, Rolf","family":"Gleiter"},{"role":"aut","given":"Frank","display":"Rominger, Frank","family":"Rominger"},{"display":"Kurzawa, Jana","family":"Kurzawa","role":"aut","given":"Jana"},{"given":"Siegfried","role":"aut","display":"Schneider, Siegfried","family":"Schneider"}],"language":["eng"],"note":["Gesehen am 22.10.2020"],"origin":[{"dateIssuedKey":"2001","dateIssuedDisp":"17 July 2001"}],"type":{"bibl":"article-journal","media":"Online-Ressource"},"title":[{"title":"Syntheses and properties of donor-acceptor-substituted molecules with a bicyclo[2.2.1]heptane, a bicyclo[2.2.2]octane, and a tricyclo[3.3.0.03,7]octane spacer","title_sort":"Syntheses and properties of donor-acceptor-substituted molecules with a bicyclo[2.2.1]heptane, a bicyclo[2.2.2]octane, and a tricyclo[3.3.0.03,7]octane spacer"}]} | ||
| SRT | |a ALTMAYERMASYNTHESESA1720 | ||