Synthesis and optical resolution of 9,9'-spirobifluorene-1, 1'-diol

被引：49

作者：

Cheng, X

Hou, GH

Xie, JH

Zhou, QL ^{[1
]}

机构：

[1] Nankai Univ, State Key Lab, Tianjin 300071, Peoples R China

[2] Nankai Univ, Inst Elementoorgan Chem, Tianjin 300071, Peoples R China

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 14期

关键词：

D O I：

10.1021/ol0492546

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

9,9'-Spirobifluorene-1,1'-diol (SBIFOL) was conveniently synthesized from 1,2-dibromobenzene and 3-bromoanisole in high yield. Both enantiomers of SBIFOL were obtained in 99% ee by inclusion resolution with 2,3-dimethoxy-N,N,N',N'-tetracyclohexylsuccinamide. The absolute configurations were determined by X-ray analysis of a single crystal of molecular complex.

引用

页码：2381 / 2383

页数：3

共 34 条

[1] Solid-state dye-sensitized mesoporous TiO2 solar cells with high photon-to-electron conversion efficiencies
Bach, U
Lupo, D
Comte, P
Moser, JE
Weissörtel, F
Salbeck, J
Spreitzer, H
Grätzel, M
[J]. NATURE, 1998, 395 (6702) : 583 - 585
[2] 1,1′-spirobiindane-7,7′-diol:: a novel, C2-symmetric chiral ligand
Birman, VB
Rheingold, AL
Lam, KC
[J]. TETRAHEDRON-ASYMMETRY, 1999, 10 (01) : 125 - 131
[3] CAI D, 1998, ORG SYNTH, V76, P6
[4] SYNTHESIS OF CHIRAL 2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL (BINAP) VIA A NOVEL NICKEL-CATALYZED PHOSPHINE INSERTION
CAI, DW
PAYACK, JF
BENDER, DR
HUGHES, DL
VERHOEVEN, TR
REIDER, PJ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (23) : 7180 - 7181
[5] Syntheses and spectroscopic studies of spirobifluorene-bridged bipolar systems; photoinduced electron transfer reactions
Chien, YY
Wong, KT
Chou, PT
Cheng, YM
[J]. CHEMICAL COMMUNICATIONS, 2002, (23) : 2874 - 2875
[6] DAVIES JED, 1984, INCLUSION COMPOUNDS, V1
[7] Ding KL, 1999, CHEM-EUR J, V5, P1734, DOI 10.1002/(SICI)1521-3765(19990604)5:6<1734::AID-CHEM1734>3.3.CO
[8] 2-7
[9] FOURNIER JH, 2003, J ORG CHEM, V68, P241
[10] Charge transport and back reaction in solid-state dye-sensitized solar cells:: A study using intensity-modulated photovoltage and photocurrent spectroscopy
Krüger, J
Plass, R
Grätzel, M
Cameron, PJ
Peter, LM
[J]. JOURNAL OF PHYSICAL CHEMISTRY B, 2003, 107 (31) : 7536 - 7539

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