Premium
Highly Selective Biphasic Telomerization of Butadiene with Glycols: Scope and Limitations
Author(s) -
Behr Arno,
Urschey Michael
Publication year - 2003
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200303087
Subject(s) - telomerization , chemistry , ethylene glycol , tppts , nucleophile , selectivity , catalysis , organic chemistry , glycerol , aqueous solution , reactivity (psychology) , polypropylene glycol , 1,3 butadiene , polyethylene glycol , polymer chemistry , combinatorial chemistry , rhodium , hydroformylation , medicine , alternative medicine , pathology
Highly selective telomerization reactions of a number of short‐chain glycol nucleophiles with 1,3‐butadiene have been achieved in aqueous biphasic systems employing the water‐soluble catalyst system Pd(acac) 2 /TPPTS. For all substrates the selectivity for the obtained monotelomers 5 – 7 reached ≥95% whereas butadiene dimers 3 , octadienols 4 and ditelomers like 2 were produced only in trace amounts. The order of reactivity is ethylene glycol>>1,3‐propylene glycol ≈ glycerol>1,4‐butylene glycol, which is in agreement with generally observed trends. The scope and limitations of these reactions are discussed in terms of obtained yields and achievable catalyst productivities (total turnover numbers).