Vinyl groups in phenyl-terminated polybutadiene (1a) containing 99% unsaturation (27% vinyl group, 73% internal olefin), and for which the average Mn is 3400, were simultaneously hydrogenated and hydroacylated with various aromatic or heteroaromatic primary alcohols in the presence of the catalytic system RhCl3.H2O, PPh3 and 2-amino-4-picoline. Sterically less hindered alcohols, such as benzyl alcohol, showed greater reactivity than sterically more hindered alcohols, such as 2-naphthylmethanol and heteroaromatic primary alcohols. Vinyl groups in phenyl-terminated polybutadiene (1b) containing 99% unsaturation (45% vinyl group, 55% internal olefin) and for which the average Mn is 1300 also showed similar reactivity toward various primary alcohols under identical reaction conditions.
Bibliographical noteFunding Information:
This research was supported by the Korea Science and Engineering Foundation (Grant No. 961-0306-054-2) and the Ministry of Education (Project No. BSRI-97-3422).
All Science Journal Classification (ASJC) codes
- Organic Chemistry
- Polymers and Plastics
- Materials Chemistry