Simultaneous hydrogenation and hydroacylation of vinyl groups in polybutadiene by use of a rhodium catalyst

Chul Ho Jun; Duck Chul Hwang

doi:10.1016/S0032-3861(98)00154-2

Simultaneous hydrogenation and hydroacylation of vinyl groups in polybutadiene by use of a rhodium catalyst

Chul Ho Jun, Duck Chul Hwang

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

18 Citations (Scopus)

Abstract

Vinyl groups in phenyl-terminated polybutadiene (1a) containing 99% unsaturation (27% vinyl group, 73% internal olefin), and for which the average M_n 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 M_n is 1300 also showed similar reactivity toward various primary alcohols under identical reaction conditions.

Original language	English
Pages (from-to)	7143-7147
Number of pages	5
Journal	polymer
Volume	39
Issue number	26
DOIs	https://doi.org/10.1016/S0032-3861(98)00154-2
Publication status	Published - 1998 Dec

Bibliographical note

Funding 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

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10.1016/S0032-3861(98)00154-2

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title = "Simultaneous hydrogenation and hydroacylation of vinyl groups in polybutadiene by use of a rhodium catalyst",

abstract = "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.",

author = "Jun, {Chul Ho} and Hwang, {Duck Chul}",

note = "Funding 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). ",

year = "1998",

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doi = "10.1016/S0032-3861(98)00154-2",

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T1 - Simultaneous hydrogenation and hydroacylation of vinyl groups in polybutadiene by use of a rhodium catalyst

AU - Jun, Chul Ho

AU - Hwang, Duck Chul

N1 - Funding 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).

PY - 1998/12

Y1 - 1998/12

N2 - 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.

AB - 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.

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Simultaneous hydrogenation and hydroacylation of vinyl groups in polybutadiene by use of a rhodium catalyst

Abstract

Bibliographical note

All Science Journal Classification (ASJC) codes

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