L-Gulose or D-gluco-Hexodialdose from D-Glucurono-6,3-lactone by Controlled Reductions

✍ Scribed by Dr. Wilhelm V. Dahlhoff; Dipl.-Chem. Peter Idelmann; Prof. Dr. Roland Köster

• Publisher: John Wiley and Sons
• Year: 1980
• Tongue: English
• Weight: 231 KB
• Volume: 19
• Category: Article
• ISSN: 0044-8249
• DOI: 10.1002/anie.198005461

✦ Synopsis

siderably more stable in ( 2 4 and (Zb), corresponding to the increase in reduction potentials (decrease in electron affinity) when compared with the parent tropylium ion. The remarkably high pKR+ values and reduction potentials of (2a) and (26) appear to be due to an electron donating inductive effect of the bridging alkyl group [']. At first glance, the apparent CT interaction observed in the UV spectrum of (2a) would seem to stabilize the tropylium unit. Interestingly, however,