US EPA

5740933 

Journal Article 

SELECTIVE, HIGH-YIELD, LINEAR DIMERIZATION OF 1,3-BUTADIENE CATALYZED BY (PPH3)2NIBR2 AND NABH4 AND ITS POLYMER-BOUND NI(O) ANALOG 

Pittman, CU; Smith, LR 

1975 

Yes 

Journal of the American Chemical Society
ISSN: 0002-7863
EISSN: 1520-5126 

97 

2 

341-344 

English 

10.1021/ja00835a019 

WOS:A1975V342900019 

https://www.scopus.com/inward/record.uri?eid=2-s2.0-0013372036&doi=10.1021%2fja00835a019&partnerID=40&md5=8481c0f27a867b36d6797ab105977784
Exit
 

The tendency of nickel to cyclodimerize butadiene has been overcome with the catalytic system (Ph3Pa2NiBr2 + NaBH4 in THF-ethanol or benzene-ethanol. The reaction gives, in high yield (95%), one specific linear product, (E,E)- 1,3,6-octatriene. (Ph3P)2NiCl2 gives the same product though in only 81% yield. The polymer-bound analog (2) also gives the same product in good yield (91%). This polymer-bound system has the advantages of both homogeneous catalysis, plus the ease of catalyst recovery of heterogeneous catalysis. Attempts to dimerize isoprene with this catalytic system were unsuccessful, as were attempts to codimerize isoprene and butadiene. In equimolar amounts, isoprene also inhibited the self-dimerization of butadiene. © 1975, American Chemical Society. All rights reserved.