Chromium catalyzed acceptorless dehydrogenative (cross)coupling of primary amines to secondary imines

被引：0

作者：

Anand, Aman ^{[1
]}

Regina, Anitta ^{[1
]}

Jalwal, Sachin ^{[1
]}

Prodhan, Soumojyati ^{[2
]}

Sil, Debangsu ^{[2
]}

Paranjothy, Manikandan ^{[1
]}

Chakraborty, Subrata ^{[1
]}

机构：

[1] Indian Inst Technol Jodhpur, Dept Chem, Jodhpur 342030, Rajasthan, India

[2] Indian Inst Sci Educ & Res Pune, Dept Chem, Dr Homi Bhabha Rd, Pashan, Pune 411008, India

来源：

DALTON TRANSACTIONS | 2025年

关键词：

BORROWING HYDROGEN; OXIDATIVE ADDITION; AEROBIC OXIDATION; HYDROAMINATION; COMPLEXES; NITRILES; ALCOHOLS; METALS; FORM;

D O I：

10.1039/d4dt03460k

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

We present here acceptorless dehydrogenative coupling of primary amines to form secondary aldimines catalyzed by a complex of Earth-abundant chromium. The reaction is promoted by Cr(DAFO)(CO)4 (DAFO = 4,5-diazafluorene-9-one) without using any additives, base or oxidant generating NH3 and H2 as sole by-products. Dehydrogenative cross-coupling of primary amines with aniline derivatives to unsymmetrical secondary imines was also achieved with good to excellent yields. A probable mechanism is proposed based on the stoichiometric investigation and computational studies.

引用

页数：11

共 50 条

[21] Ruthenium catalyzed deaminative coupling of primary amines to secondary amines
Manikpuri, Deepsagar
Kishore, Jugal
Gunanathan, Chidambaram
JOURNAL OF CHEMICAL SCIENCES, 2025, 137 (02)
[22] Manganese-Catalyzed Selective Hydrogenative Cross-Coupling of Nitriles and Amines to Form Secondary Imines
Li, Xiao-Gen
Zhou, Qi-Lin
ADVANCED SYNTHESIS & CATALYSIS, 2021, 363 (14) : 3471 - 3475
[23] Ir-Catalyzed B(3)-Amination of o-Carboranes with Amines via Acceptorless Dehydrogenative BH/NH Cross-Coupling
Ki Au, Yik
Ma, Qiangqiang
Zhang, Jie
Xie, Zuowei
CHEMISTRY-AN ASIAN JOURNAL, 2023, 18 (20)
[24] Formation of ylidenehydrazines enabled by manganese-catalyzed acceptorless dehydrogenative coupling
Wang, Fangchao
Ding, Ding
Zhang, Chunyan
Zhang, Guoying
ORGANIC CHEMISTRY FRONTIERS, 2024, 11 (05) : 1420 - 1429
[25] Synthesis of benzimidazoles via iridium-catalyzed acceptorless dehydrogenative coupling
Sun, Xiang
Lv, Xiao-Hui
Ye, Lin-Miao
Hu, Yu
Chen, Yan-Yan
Zhang, Xue-Jing
Yan, Ming
ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (27) : 7381 - 7383
[26] Accessing Polysubstituted Quinazolines via Nickel Catalyzed Acceptorless Dehydrogenative Coupling
Parua, Seuli
Sikari, Rina
Sinha, Suman
Chakraborty, Gargi
Mondal, Rakesh
Paul, Nanda D.
JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (18): : 11154 - 11166
[27] Facile synthesis of amides via acceptorless dehydrogenative coupling of aryl epoxides and amines
Liang, Yaoyu
Luo, Jie
Milstein, David
CHEMICAL SCIENCE, 2022, 13 (20) : 5913 - 5919
[28] Manganese-Catalyzed Direct Olefination via an Acceptorless Dehydrogenative Coupling of Methyl Heteroarenes with Primary Alcohols
Barman, Milan K.
Waiba, Satyadeep
Maji, Biplab
SYNLETT, 2019, 30 (01) : 12 - 20
[29] Sustainable Synthesis of α-Hydroxycarboxylic Acids by Manganese Catalyzed Acceptorless Dehydrogenative Coupling of Ethylene Glycol and Primary Alcohols
Waiba, Satyadeep
Maji, Kakoli
Maiti, Mamata
Maji, Biplab
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2023, 62 (10)
[30] Iron-Catalyzed Amide Formation from the Dehydrogenative Coupling of Alcohols and Secondary Amines
Lane, Elizabeth M.
Uttley, Katherine B.
Hazari, Nilay
Bernskoetter, Wesley
ORGANOMETALLICS, 2017, 36 (10) : 2020 - 2025

← 1 2 3 4 5 →