Journal of fluorine chemistry

The synthesis and application of fluorous boronates without perfluorinated solvents

CY Wang, WD Meng, YG Huang, FL Qing

Index: Wang, Chun-Yan; Meng, Wei-Dong; Huang, Yan-Gen; Qing, Feng-Ling Journal of Fluorine Chemistry, 2005 , vol. 126, # 7 p. 996 - 1001

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Citation Number: 5

Abstract

The synthesis of a fluorous diol 4 bearing a perfluorodecyl chain was described. A series of boronic acid were attached to 4 by esterification. The purification of the products was fulfilled by facile filtration instead of expensive and environmental troublesome fluorous liquid–liquid extraction. The Suzuki cross-coupling reactions of the formed fluorous boronates 5 underwent smoothly and the fluorous diol 4 was recycled in good yields.

 Related Synthetic Route
N/A Structure

884844-92-2

N/A

Iodobenzene Structure

591-50-4

Iodobenzene

~87%

4-Chlorobiphenyl Structure

2051-62-9

4-Chlorobiphenyl

2-p-tolyl-4-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-henicosafluorodecyl)-[1,3,2]dioxaborolane Structure

884844-87-5

2-p-tolyl-4-(2,...

Iodobenzene Structure

591-50-4

Iodobenzene

~88%

4-Phenyltoluene Structure

644-08-6

4-Phenyltoluene

N/A Structure

884844-91-1

N/A

Iodobenzene Structure

591-50-4

Iodobenzene

~92%

1-methylsulfanyl-3-phenylbenzene Structure

31477-46-0

1-methylsulfany...


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