K3PO4-catalyzed carboxylation of amines to 1,3-disubstituted ureas: A mechanistic consideration

Young Seop Choi; Heehwan Kim; Seung Hoon Shin; Minserk Cheong; Yong Jin Kim; Ho Gyeom Jang; Hoon Sik Kim; Je Seung Lee

doi:10.1016/j.apcatb.2013.07.017

K₃PO₄-catalyzed carboxylation of amines to 1,3-disubstituted ureas: A mechanistic consideration

Young Seop Choi, Heehwan Kim, Seung Hoon Shin, Minserk Cheong, Yong Jin Kim, Ho Gyeom Jang, Hoon Sik Kim, Je Seung Lee

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

27 Citations (Scopus)

Abstract

K₃PO₄ was found to effectively catalyze the carboxylation of amines by CO₂, producing corresponding 1,3-disubstituted ureas in high yields and selectivities. X-ray diffraction and FT-IR spectroscopic analysis of the solid mixture, recovered from the carboxylation of n-butylamine, revealed that K₃PO₄ was completely transformed into KH₂PO₄ and KHCO₃. Mechanistic and computational studies suggested that the high activity of K₃PO₄ could be attributed to the synergy effect exerted by the co-presence of KHCO₃ and KH₂PO₄, generated from the interaction of K₃PO₄ with CO₂ and water.

Original language	English
Pages (from-to)	317-324
Number of pages	8
Journal	Applied Catalysis B: Environmental
Volume	144
DOIs	https://doi.org/10.1016/j.apcatb.2013.07.017
Publication status	Published - 2014 Jan

Bibliographical note

Funding Information:
This work was supported by the “ Fusion Research Program for Green Technologies ( NRF-2012M3C1A1054497 )” through the National Research Foundation of Korea (NRF) funded by Ministry of Education, Science and Technology .

Keywords

Amines
Carbon dioxide
Carboxylation
Substituted ureas

ASJC Scopus subject areas

Catalysis
General Environmental Science
Process Chemistry and Technology

Access to Document

10.1016/j.apcatb.2013.07.017

Cite this

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title = "K3PO4-catalyzed carboxylation of amines to 1,3-disubstituted ureas: A mechanistic consideration",

abstract = "K3PO4 was found to effectively catalyze the carboxylation of amines by CO2, producing corresponding 1,3-disubstituted ureas in high yields and selectivities. X-ray diffraction and FT-IR spectroscopic analysis of the solid mixture, recovered from the carboxylation of n-butylamine, revealed that K3PO4 was completely transformed into KH2PO4 and KHCO3. Mechanistic and computational studies suggested that the high activity of K3PO4 could be attributed to the synergy effect exerted by the co-presence of KHCO3 and KH2PO4, generated from the interaction of K3PO4 with CO2 and water.",

keywords = "Amines, Carbon dioxide, Carboxylation, Substituted ureas",

author = "Choi, {Young Seop} and Heehwan Kim and Shin, {Seung Hoon} and Minserk Cheong and Kim, {Yong Jin} and Jang, {Ho Gyeom} and Kim, {Hoon Sik} and Lee, {Je Seung}",

note = "Funding Information: This work was supported by the “ Fusion Research Program for Green Technologies ( NRF-2012M3C1A1054497 )” through the National Research Foundation of Korea (NRF) funded by Ministry of Education, Science and Technology . ",

year = "2014",

month = jan,

doi = "10.1016/j.apcatb.2013.07.017",

language = "English",

volume = "144",

pages = "317--324",

journal = "Applied Catalysis B: Environmental",

issn = "0926-3373",

publisher = "Elsevier B.V.",

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TY - JOUR

T1 - K3PO4-catalyzed carboxylation of amines to 1,3-disubstituted ureas

T2 - A mechanistic consideration

AU - Choi, Young Seop

AU - Kim, Heehwan

AU - Shin, Seung Hoon

AU - Cheong, Minserk

AU - Kim, Yong Jin

AU - Jang, Ho Gyeom

AU - Kim, Hoon Sik

AU - Lee, Je Seung

N1 - Funding Information: This work was supported by the “ Fusion Research Program for Green Technologies ( NRF-2012M3C1A1054497 )” through the National Research Foundation of Korea (NRF) funded by Ministry of Education, Science and Technology .

PY - 2014/1

Y1 - 2014/1

N2 - K3PO4 was found to effectively catalyze the carboxylation of amines by CO2, producing corresponding 1,3-disubstituted ureas in high yields and selectivities. X-ray diffraction and FT-IR spectroscopic analysis of the solid mixture, recovered from the carboxylation of n-butylamine, revealed that K3PO4 was completely transformed into KH2PO4 and KHCO3. Mechanistic and computational studies suggested that the high activity of K3PO4 could be attributed to the synergy effect exerted by the co-presence of KHCO3 and KH2PO4, generated from the interaction of K3PO4 with CO2 and water.

AB - K3PO4 was found to effectively catalyze the carboxylation of amines by CO2, producing corresponding 1,3-disubstituted ureas in high yields and selectivities. X-ray diffraction and FT-IR spectroscopic analysis of the solid mixture, recovered from the carboxylation of n-butylamine, revealed that K3PO4 was completely transformed into KH2PO4 and KHCO3. Mechanistic and computational studies suggested that the high activity of K3PO4 could be attributed to the synergy effect exerted by the co-presence of KHCO3 and KH2PO4, generated from the interaction of K3PO4 with CO2 and water.

KW - Amines

KW - Carbon dioxide

KW - Carboxylation

KW - Substituted ureas

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U2 - 10.1016/j.apcatb.2013.07.017

DO - 10.1016/j.apcatb.2013.07.017

M3 - Article

AN - SCOPUS:84882269423

SN - 0926-3373

VL - 144

SP - 317

EP - 324

JO - Applied Catalysis B: Environmental

JF - Applied Catalysis B: Environmental

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