100718-91-0Relevant articles and documents
A nanoporous metal-organic framework as a renewable size-selective hydrogen-bonding catalyst in water
Liu, Yanhong,Ma, Ju,Wu, Pengyan,Zheng, Jia-Jia,Tian, Xueqin,Jiang, Min,He, Yumei,Dong, Han,Wang, Jian
, p. 11855 - 11861 (2019)
A novel squaramide-containing metal-organic framework (MOF) material has been designed and synthesized. A detailed X-ray crystal structure analysis showed that four squaramides of this MOF adopted two orientations in each dependent nanopore, confirming th
Molecular Engineering of β-Substituted Oxoporphyrinogens for Hydrogen-Bond Donor Catalysis
Chahal, Mandeep K.,Payne, Daniel T.,Matsushita, Yoshitaka,Labuta, Jan,Ariga, Katsuhiko,Hill, Jonathan P.
, p. 82 - 90 (2020/01/02)
A new class of bifunctional hydrogen-bond donor organocatalyst using oxoporphyrinogens having increased intramolecular hydrogen-bond donor distances is reported. Oxoporphyrinogens are highly non-planar rigid macrocycles containing a multiple hydrogen bond-forming binding site. In this work, we describe the first example of non-planar OxPs as hydrogen-bond donor catalysts prepared using a molecular engineering approach of the binding site for dual activation of substrates. The introduction of β-substituents is key to the catalytic activity and the catalysts are able to catalyze 1,4-conjugate additions and sulfa-Michael additions, as well as, Henry and aza-Henry reactions at low catalyst loadings (≤ 1 mol-%) under mild conditions. Preliminary mechanistic studies have been carried out and a possible reaction mechanism has been proposed based on the bi-functional activation of both substrates through hydrogen-bonding interactions.
Squaramide-decorated covalent organic framework as a new platform for biomimetic hydrogen-bonding organocatalysis
Li, Xia,Wang, Zhifang,Sun, Jiaxing,Gao, Jia,Zhao, Yu,Cheng, Peng,Aguila, Briana,Ma, Shengqian,Chen, Yao,Zhang, Zhenjie
supporting information, p. 5423 - 5426 (2019/05/16)
A squaramide-decorated COF was synthesized and used as a highly efficient heterogeneous catalyst for hydrogen-bonding organocatalysis as exemplified in the context of catalyzing Michael addition reactions under mild conditions. Our work lays a foundation
Helical Oligourea Foldamers as Powerful Hydrogen Bonding Catalysts for Enantioselective C-C Bond-Forming Reactions
Bécart, Diane,Diemer, Vincent,Salaün, Arnaud,Oiarbide, Mikel,Nelli, Yella Reddy,Kauffmann, Brice,Fischer, Lucile,Palomo, Claudio,Guichard, Gilles
supporting information, p. 12524 - 12532 (2017/09/23)
Substantial progress has been made toward the development of metal-free catalysts of enantioselective transformations, yet the discovery of organic catalysts effective at low catalyst loadings remains a major challenge. Here we report a novel synergistic
Bifunctional organocatalysis with squaramide-containing Dawson organo-polyoxotungstates
Lachkar, David,Lac?te, Emmanuel
, p. 113 - 116 (2016/03/22)
Two squaramide-containing organo-polyoxometalates (POMs) have been prepared, which efficiently catalyze the addition of dicarbonyl derivatives onto nitroolefins. The POM surface enhances the reactivity of the squaramide, and the hybrid acts as a bifunctio
CATALYST FOR ORGANIC REACTION AND METHOD OF USE THEREOF
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Paragraph 0093; 0102-0103, (2015/05/05)
A catalyst for an organic reaction and a method of using a catalyst in an organic reaction are provided. The catalyst for an addition or condensation reaction includes a graphene oxide including an oxygen functional group, and the catalyst is configured t
Asymmetric synthesis of tetrahydropyridines via an organocatalytic one-pot multicomponent Michael/aza-Henry/cyclization triple domino reaction
Blümel, Marcus,Chauhan, Pankaj,Hahn, Robert,Raabe, Gerhard,Enders, Dieter
supporting information, p. 6012 - 6015 (2015/01/08)
A low loading of a quinine-derived squaramide efficiently catalyzes the triple-domino Michael/aza-Henry/cyclization reaction between 1,3-dicarbonyl compounds, β-nitroolefins, and aldimines to provide tetrahydropyridines bearing three contiguous stereogeni
An expedient and green protocol for the Michael addition of malonates, diketones and p-keto esters to the nitrostyrenes
Agarwal, Jyoti,Naganaboina, Ram Tilak,Peddinli, Rama Krishna
, p. 511 - 518 (2013/06/05)
A novel methodology has been developed for the rapid synthesis of functionalized nitroalkanes by the addition of less reactive carbon nucleophiles such as malonate esters, acetylacetone and ethyl acetoacetate to various r/ms-p-nitrostyrenes under solvent-
Graphene oxide as a recyclable phase transfer catalyst
Kim, Youngmin,Some, Surajit,Lee, Hyoyoung
supporting information, p. 5702 - 5704 (2013/07/11)
We demonstrated a simple and green chemical method to obtain Michael adducts and their derivatives by using GO as a phase transfer catalyst with different kinds of bases in water and dichloromethane, and we also used GO multiple cycles almost without redu
A polystyrene-supported, highly recyclable squaramide organocatalyst for the enantioselective Michael addition of 1,3-dicarbonyl compounds to β-nitrostyrenes
Kasaplar, Pinar,Riente, Paola,Hartmann, Caroline,Pericas, Miquel A.
supporting information, p. 2905 - 2910 (2013/01/15)
A chiral squaramide has been supported onto a polystyrene (PS) resin through a copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction and used as a very active, easily recoverable and highly reusable organocatalyst for the asymmetric Michael additio