Improved synthesis and crystal structure of TiCl3(tmeda)(thf):: A highly stereoselective pinacol coupling reagent for aromatic aldehydes

被引：14

作者：

Oshiki, T ^{[1
]}

Kiriyama, T ^{[1
]}

Tsuchida, K ^{[1
]}

Takai, K ^{[1
]}

机构：

[1] Okayama Univ, Fac Engn, Dept Appl Chem, Okayama 7008530, Japan

来源：

CHEMISTRY LETTERS | 2000年 / 04期

关键词：

D O I：

10.1246/cl.2000.334

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A monomeric titanium(III) complex, TiCl3(tmeda)(thf) (1), has been prepared by a reaction of TICl4 with TMEDA, Zn, and a catalytic amount of PbCl2 in an almost quantitative yield. The solid state structure of 1 is revealed by X-ray crystallographic analysis. The complex 1 couples aromatic aldehydes under mild conditions to give 1,2-diols in good to excellent yields with high dl-selectivities.

引用

页码：334 / 335

页数：2

共 29 条

[1] Pinacol coupling of aromatic aldehydes and ketones by TiCl4-Mg-THF under ultrasound irradiation
Li, Ji-Tai
Chen, Yan-Xue
Li, Tong-Shuang
JOURNAL OF CHEMICAL RESEARCH, 2005, (06) : 361 - 363
[2] Enantioselective pinacol coupling of aromatic aldehydes mediated by TiCl4(THF)2/Zn with tartaric ester
Ll, YG
Jiang, C
Zhao, J
Tian, QS
You, TP
CHINESE JOURNAL OF CHEMISTRY, 2004, 22 (09) : 950 - 952
[3] Enantioselective Pinacol Coupling of Aromatic Aldehydes Mediated by TiCl4（THF）2/Zn with Tartaric Ester
李有桂
江辰
赵俊
田青杉
尤田耙
ChineseJournalofChemistry, 2004, (09) : 950 - 952
[4] Asymmetric pinacol coupling of aromatic aldehydes catalyzed by TiCl4(THF)2-Zn/Chiral diamines
Li, YG
Jiang, CS
Tian, QS
Ke, YP
You, TP
CHINESE JOURNAL OF CHEMISTRY, 2003, 21 (10) : 1369 - 1372
[5] Asymmetric Pinacol Coupling of Aromatic Aldehydes Catalyzed by TiCl4（THF）2-Zn/Chiral Diamines
李有桂
蒋昌盛
田青杉
柯玉萍
尤田耙
ChineseJournalofChemistry, 2003, (10) : 1369 - 1372
[6] Reductive coupling of aromatic aldehydes promoted by an aqueous TiCl3/tBuOOH system in alcoholic cosolvents
Clerici, Angelo
Greco, Cosimina
Panzeri, Walter
Pastori, Nadia
Punta, Carlo
Porta, Ombretta
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2007, 2007 (24) : 4050 - 4055
[7] Pinacol coupling of aromatic aldehydes and ketones using TiCl3-Mg under ultrasound irradiation
Li, JT
Lin, ZP
Li, TS
ULTRASONICS SONOCHEMISTRY, 2005, 12 (05) : 349 - 352
[8] Pinacol coupling of aromatic aldehydes mediated by TICl3-Mn-EtOH under ultrasound irradiation
Li, JT
Chen, YX
Chang, RX
Li, TS
JOURNAL OF CHEMICAL RESEARCH, 2005, (12) : 784 - 786
[9] Pinacol coupling of aromatic aldehydes and ketones using TiCl3-Al-EtOH under ultrasound irradiation
Li, JT
Lin, ZP
Qi, N
Li, TS
SYNTHETIC COMMUNICATIONS, 2004, 34 (23) : 4339 - 4348
[10] Pinacol coupling of aromatic aldehydes using TiCl3-Al-H2O under ultrasound irradiation
Lin, ZP
Li, JT
Li, TS
LETTERS IN ORGANIC CHEMISTRY, 2006, 3 (04) : 278 - 281

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