**The Bromination of Push‐Pull‐Olefins. II. Structure Elucidation of the Bromination Products** Bromination of 3‐dialkylamino‐acroleins **1a**, **b** as well as of 4‐dialkylamino‐3‐buten‐2‐ons **1c**, **d** gives __O__‐protonated produkts **2** with all‐__trans__ configuration of the (NCCCO)‐sk
Aminomethylierung von push-pull-Olefinen
✍ Scribed by Hans Möhrle; Hans Walter Reinhardt
- Publisher
- John Wiley and Sons
- Year
- 1982
- Tongue
- English
- Weight
- 320 KB
- Volume
- 315
- Category
- Article
- ISSN
- 0365-6233
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**Synthesis of ‘Push‐Pull’ Diacetylenes** The first synthesis of push‐pull diacetylenes of type **1** is described. Reaction of perchlorobutenyne (**8**) with two equivalents of dialkylamine, followed by dechlorination using two equivalents of butyllithium gives lithio‐dialkylamino‐diynes **7**. Fi
Synthesis of ‘Push‐Pull’‐OligoAcetylenes ‘Push‐pull’ triacetylenes 11a, b, c, as well as ‘push‐pull’ tetraacetylene 13b have been prepared by reaction of the corresponding trichloroene(oligoinyl)amines 9 and 10 with 2 mol‐equiv. of BuLi followed by acylation. The sequences (__Schemes 3__ and __4__)
Synthesis of ‘Push‐Pull’ Enynes ‘Push‐pull’ enynes 1a–1f are easily available by Pd catalyzed coupling of stannyl‐ynamines 15 and silylynamines 16 with β‐iodo‐enones 8 (__Schemes 7__ and __8__).
A series of C-8 mono-and disubstituted isatylidenes were prepared in order to examine the influence of the substituent on the polarization of the ethylenic carbons C-3 C-8. Donor-acceptor C-8 substitution resulted in an inversion of the polarization of the ethylenic carbons, as evidenced by the 13 C