Hydroxyl Group-Enabled Highly Efficient Ligand for Pd-Catalyzed Telomerization of 1,3-Butadiene with CO2

Zhengyi Yang; Chaoren Shen; Kaiwu Dong

doi:10.1002/cjoc.202200387

Hydroxyl Group-Enabled Highly Efficient Ligand for Pd-Catalyzed Telomerization of 1,3-Butadiene with CO₂

Zhengyi Yang
, Chaoren Shen
, Kaiwu Dong^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University

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

16 Scopus citations

Abstract

By introducing hydroxyl group into PPh₃ ligand, a promoter-free palladium catalytic system based on (p-HOC₆H₄)PPh₂ ligand was developed for the telomerization of 1,3-butadiene with CO₂. High activity and selectivity towards CO₂-incorporated divinyl δ-lactone monomer were achieved (TON/TOF: up to 4540/568 h^–1; selectivity of δ-lactone and its isomers: up to 97%). The key role of phenolic hydroxyl group of the ligand in attaining high activity was validated. The good performance of large-scale reaction in batch reactor demonstrated the potential utility of this simple catalytic system in valorizing CO₂ with bulk chemical feedstock.

Original language	English
Pages (from-to)	2734-2740
Number of pages	7
Journal	Chinese Journal of Chemistry
Volume	40
Issue number	23
DOIs	https://doi.org/10.1002/cjoc.202200387
State	Published - 1 Dec 2022

Keywords

1,3-Butadiene
Carbon dioxide fixation
Lactones
Palladium
Telomerization

Access to Document

10.1002/cjoc.202200387

Cite this

@article{c7c0efb10d94475296c44132660a3d13,

title = "Hydroxyl Group-Enabled Highly Efficient Ligand for Pd-Catalyzed Telomerization of 1,3-Butadiene with CO2",

abstract = "By introducing hydroxyl group into PPh3 ligand, a promoter-free palladium catalytic system based on (p-HOC6H4)PPh2 ligand was developed for the telomerization of 1,3-butadiene with CO2. High activity and selectivity towards CO2-incorporated divinyl δ-lactone monomer were achieved (TON/TOF: up to 4540/568 h–1; selectivity of δ-lactone and its isomers: up to 97\%). The key role of phenolic hydroxyl group of the ligand in attaining high activity was validated. The good performance of large-scale reaction in batch reactor demonstrated the potential utility of this simple catalytic system in valorizing CO2 with bulk chemical feedstock.",

keywords = "1,3-Butadiene, Carbon dioxide fixation, Lactones, Palladium, Telomerization",

author = "Zhengyi Yang and Chaoren Shen and Kaiwu Dong",

note = "Publisher Copyright: {\textcopyright} 2022 SIOC, CAS, Shanghai, \& WILEY-VCH GmbH.",

year = "2022",

month = dec,

day = "1",

doi = "10.1002/cjoc.202200387",

language = "英语",

volume = "40",

pages = "2734--2740",

journal = "Chinese Journal of Chemistry",

issn = "1001-604X",

publisher = "John Wiley and Sons Inc",

number = "23",

}

TY - JOUR

T1 - Hydroxyl Group-Enabled Highly Efficient Ligand for Pd-Catalyzed Telomerization of 1,3-Butadiene with CO2

AU - Yang, Zhengyi

AU - Shen, Chaoren

AU - Dong, Kaiwu

PY - 2022/12/1

Y1 - 2022/12/1

N2 - By introducing hydroxyl group into PPh3 ligand, a promoter-free palladium catalytic system based on (p-HOC6H4)PPh2 ligand was developed for the telomerization of 1,3-butadiene with CO2. High activity and selectivity towards CO2-incorporated divinyl δ-lactone monomer were achieved (TON/TOF: up to 4540/568 h–1; selectivity of δ-lactone and its isomers: up to 97%). The key role of phenolic hydroxyl group of the ligand in attaining high activity was validated. The good performance of large-scale reaction in batch reactor demonstrated the potential utility of this simple catalytic system in valorizing CO2 with bulk chemical feedstock.

AB - By introducing hydroxyl group into PPh3 ligand, a promoter-free palladium catalytic system based on (p-HOC6H4)PPh2 ligand was developed for the telomerization of 1,3-butadiene with CO2. High activity and selectivity towards CO2-incorporated divinyl δ-lactone monomer were achieved (TON/TOF: up to 4540/568 h–1; selectivity of δ-lactone and its isomers: up to 97%). The key role of phenolic hydroxyl group of the ligand in attaining high activity was validated. The good performance of large-scale reaction in batch reactor demonstrated the potential utility of this simple catalytic system in valorizing CO2 with bulk chemical feedstock.

KW - 1,3-Butadiene

KW - Carbon dioxide fixation

KW - Lactones

KW - Palladium

KW - Telomerization

UR - https://www.scopus.com/pages/publications/85137543653

U2 - 10.1002/cjoc.202200387

DO - 10.1002/cjoc.202200387

M3 - 文章

AN - SCOPUS:85137543653

SN - 1001-604X

VL - 40

SP - 2734

EP - 2740

JO - Chinese Journal of Chemistry

JF - Chinese Journal of Chemistry

IS - 23

ER -

Hydroxyl Group-Enabled Highly Efficient Ligand for Pd-Catalyzed Telomerization of 1,3-Butadiene with CO₂

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this