1439388-97-2Relevant academic research and scientific papers
Polymerization of 1-Phosphaisoprene: Synthesis and Characterization of a Chemically Functional Phosphorus Version of Natural Rubber
Dück, Klaus,Rawe, Benjamin W.,Scott, Michael R.,Gates, Derek P.
, p. 9507 - 9511 (2017)
Macromolecules derived from 1,3-dienes, such as polyisoprene (or natural rubber), are of considerable importance in polymer science. Given the parallels between P=C and C=C bonds, the prospect of polymerizing P-containing 1,3-dienes, such as 1-phosphaisoprene, is intriguing due to the unique chemical functionality imparted by the heavier element combined with their structural relationship to natural rubber. Herein, we report the synthesis, characterization and coordination chemistry of the first polymers derived from Mes*P=CR?CH=CH2 (Mes=2,4,6-t-Bu3C6H2; R=H, Me). In the case of 1-phosphaisoprene (R=Me), the monomer is isolable and its anionic polymerization affords a polymer that retains P=C bonds in its microstructure. The chemical functionality of these novel materials is demonstrated by forming the macromolecular gold(I) complex where the P=C bond is retained for further chemical elaboration.
Diels-Alder reactions of 1-phosphabutadienes: A highly selective route to PC-substituted phosphacyclohexenes
Ohtsuki, Kazuaki,Walsgrove, Henry T. G.,Hayashi, Yoshihiro,Kawauchi, Susumu,Patrick, Brian O.,Gates, Derek P.,Ito, Shigekazu
, p. 774 - 777 (2020)
Kinetically stabilized 1-phosphahaloprenes (2-halo-1-phosphabutadienes) as well as 1-phosphaisoprene undergo a hitherto unknown phospha-Diels-Alder dimerization of the PC-CC units upon heating. The [4+2] cyclodimerization is highly stereo- and regio-selec
Toward metathesis reactions on vinylphosphaalkenes
Oeberg, Elisabet,Orthaber, Andreas,Santoni, Marie-Pierre,Howard, Fredrick,Ott, Sascha
, p. 152 - 158 (2013/07/11)
Attempts to utilize C-ethylenic phosphaalkenes in metathesis reactions are discussed. Unprecedented reactivity is observed where the vinylphosphaalkene undergoes the first step of the catalytic cycle and cross-metathesis with the phenylmethylene moiety of
