𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Optically active 3,3′-bithienyls

✍ Scribed by Salo Gronowitz; Harald Frostling

Book ID
104242814
Publisher
Elsevier Science
Year
1961
Tongue
French
Weight
113 KB
Volume
2
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

A STUDY of restricted rotation in the bithienyl series, which should give valuable information about the geometric and electronic properties of such compounds, has hitherto been very difficult to undertake owing to difficulties involved in the synthesis of such compounds. Some years ago Hord & .&. =,2 investigated two sterically hindered 2-and 3-phenylthiophenes, which they synthesized from the corresponding halides via the Ullman reaction, and which they resolved into optical antipodes. They also prepared some 3,3'-bithienyls3 through the Ullman reaction, but it remains difficult to obtain such compounds by this method. The reaction of 3-thienyllithiwn derivatives, obtained through lowtemperature halogen-metal interconversion of bromosubstituted thiophenes 495 with n-butyllithium, with cupric chloride,6 provides a new route to 3,3'bithienyls. Sterically hindered 3,3'-bithienyls 858 then easily available

📜 SIMILAR VOLUMES

First Direct Synthesis of Optically Acti
First Direct Synthesis of Optically Active 3-Methylcyclopentene
✍ Hans-Richard Silwka; Hans-Jürgen Hansen 📂 Article 📅 1984 🏛 John Wiley and Sons 🌐 German ⚖ 448 KB

## Abstract (−)‐(__S__)‐ and (+)‐(__R__)‐3‐methylcyclopentene (__1__) has been prepared in a stereochemically unambiguous synthesis. The (__S__)‐configuration for (−)‐__1__ was confirmed by correlation with (−)‐(__S__)‐1‐methylindane.

Synthesis of optically active 3-diazoace
Synthesis of optically active 3-diazoacetylretinals with triisopropylphenylsulfonylhydrazone
✍ Hyun Ok; Charles Caldwell; Daniel R. Schroeder; Anil K. Singh; Koji Nakanishi 📂 Article 📅 1988 🏛 Elsevier Science 🌐 French ⚖ 223 KB

An improved synthesis of photoaffinity labeled, optically active retinal derivatives is presented. A stable, easy to handle. glyoxallc acid 2,4,6.-triisopropylphenylsulfonylhydrazone (TIPPS) reacts with 3hydroxyretinal to give the diazoacetylretinal analog in satisfactory yield.