The synthesis of alpha-thiophene oligomers via organoboranes
β Scribed by Jacques Kagan; Sudershan K. Arora
- Publisher
- Elsevier Science
- Year
- 1983
- Tongue
- French
- Weight
- 210 KB
- Volume
- 24
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Oligomers containing from 2 to 6 thiophene units attached by their 2 and 5 positions were synthesized unambiguously by iodine oxidation of a suitable ate complex obtained by stepwise reactions of 9-BBN with methanol, a 2_lithiothiophene, boron trifluoride etherate, and a second 2-lithiothiophene. This is a one-pot procedure, carried out under nitrogen between -80 'C and 0 C.
π SIMILAR VOLUMES
A convenient, novel synthesis of b-ketosilanes based on (Z)-1-bromo-1-alkenylboronate esters is developed. a-Bromo-(Z)-1-alkenylboronate esters readily available using literature procedures smoothly undergo a reaction with trimethylsilylmethyllithium in tetrahydrofuran to provide the corresponding `
Trforganylboranes, R3B, and diorganylborinic esters, R2BOR', re--readily with preformed chloramine or hydroxylamine-0-sulfonic acid to produce the corresponding primary amines, RNH2. However, the product of the reaction following hydrolysis is the boronic acid, RB(oH)2, limiting the yield to 67% for