臺灣博碩士論文加值系統

本研究試圖以含有雙醛基的二茂鐵化合物，經由低價鈦耦合作用下來置備環狀二茂鐵和as-indacene，一方面，我們試著推導其獨特的反應機構，另一方面進而探討取代基對as-indacene產率影響。

In this study, we tried to synthesize ansa-ferrocene and as-indacene from dialdehydeferrocene via Low-valent titanium coupling reactions. Both compounds were formated by intramolecular coupling mode. Effect were made to elucidate the mechanism of the noval results and to improve yield of as-indacene as well.

一.緒論
A.McMurry reaction ……………………………01
B.As-indacene簡介 ……………………………06
C.Ansa-ferrocene簡介…………………………09
D.系統回顧 ………………………………………13
E.研究動機 ………………………………………16

二.實驗部分
A.實驗儀器 ………………………………………18
B.藥品 ……………………………………………19
C.純化處理 ………………………………………21
D.實驗流程 ………………………………………23
E.合成步驟 ………………………………………24

三.實驗結果與討論
A.Dihydro-as-indacenes合成之討論…………28
B.不同As-indacene取代基之討論 ……………33
C.反應機構之討論 ………………………………38
D.ansa-ferrocene及as-indacene關係之探討
……………………………………………………41

四.結論…………………………………………43

五.參考文獻……………………………………44

六.附錄…………………………………………47

(1) Mukaiyama,T.;Sato,T.;Hanna,J.Chem.Lett.1973,1041
(2) Tyrlik,S.;Wolochowicz,I.Bull.Soc.Chim.Fr.1973,2147
(3) McMurry,J.E.;Fleming,M.P.J.Am.Chem.Soc.1974,96,4708
(4) McMurry,J.E.;Krepski,L.R.J.Org.Chem.1976,41,3929
(5) McMurry,J.E.Acc.Chem.Res.1983,16,405
(6) McMurry,J.E.;Fleming,M.P.;Kees,K.L.;Krepski,L.R.J.Org. Chem.1978,43,3255
(7) Dams,R.;Malinowski,M.;Westdorp,I.;Geise,H.Y.J.Org.Chem.
1982,47,248
(8) Rapoport,H.;Smolinsky,G.J.Am.Chem.Soc.1960,82,1171
(9) Sauter,H.;Prinzbach,H.Angew.Chem.Intel.Ed.Engl.1972,11, 296
(10) Sauter,H.;Gallenkamp,B.;Prinzbach,H.Chem.Ber.1977,110,
1382
(11) Erden,I.;Xu,F.P.;Sadoun,A.;Smith,W.;Sheff,G.;Ossun,M.
J.Org.Chem.1995,60,813
(12) Barontini,F.;Cozzani,V.;Petarca,L.Ind.Eng.Chem.Res.
2001,40,3270
(13) Aggarwal,V.K.;Jones,D.;Turner,M.L.;Adams,H.J.
Organomen.Chem.1996,524,263
(14) Buretea,M.A.;Tilley,T.D.Organometallics,1997,16,1507
(15) Barlow,S.;Drewitt,M.J.;Dijkstra,T.;Green,J.C.;O’Hare.
D.;Whittingham,C.;Wynn,H.H.Organometallics,1998,17,2113
(16) 黃建良畢業論文;輔仁大學化學所八十三年六月
(17) 黃莉雅畢業論文;輔仁大學化學所九十二年五月
(18) Balavoine,G.G.A.;DoisneauG.;Fillebeen-Khan,T.J.
Organoment.Chem.1991,412,381
(19) Mueller-Westerhoff,U.T.;Yang,Z.;Ingram,G.J.Organoment.
Chem.1993,463,163
(20) Kasahara,A.;Izumi,T.Chem.Lett.1978,21
(21) 李柏賢畢業論文;輔仁大學化學所九十三年七月
(22) Stark,A.;MacLean,B.L.;Singer,R.D.J.Chem.Soc.,Dalton Trans.1999,63
(23) M.Roswnbium,Chemistry of Irongroup Metallocenes,
InterSience,New York,1965