Orthogonal tandem catalysis involving Au(<sc>i</sc>)-hydroacyloxylation and Rh(<sc>i</sc>)-hydroformylation reactions

被引：0
|
作者：
Salvi, Ervan [1 ]
Galea, Romeric [1 ]
Van Wesemael, Camille [1 ]
Wagner, Patrick [1 ]
Girard, Nicolas [1 ]
Blond, Gaelle [1 ]
机构：
[1] Univ Strasbourg, Lab Innovat Therapeut, CNRS UMR 7200, UMR 7200, F-67000 Strasbourg, France
来源：
ORGANIC CHEMISTRY FRONTIERS | 2025年
关键词：
ACETYLENIC ACIDS; HYDROFORMYLATION; GOLD; CYCLOISOMERIZATION; RELAY;
D O I：
10.1039/d5qo00084j
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We report an orthogonal tandem catalysis (OTC) involving Au(i)-hydroacyloxylation and Rh(i)-hydroformylation highlighting their compatibility when these metals are employed in a reaction of homogeneous catalysis. Moreover, this OTC allows the synthesis of different carbaldehydes. Several derivatizations were performed at the end of the OTC procedure, giving access to two series of alcohol and oxime derivatives. 31P NMR experiments and kinetic studies carried out on the OTC allowed a detailed understanding of the catalytic cycles involved, highlighting the competitive ligand coordination between the gold and rhodium catalysts.
引用
收藏
页数：8
相关论文
共 50 条
  • [1] Synthesis and luminescent properties of hetero-bimetallic and hetero-trimetallic Ru(<sc>ii</sc>)/Au(<sc>i</sc>) or Ir(<sc>iii</sc>)/Au(<sc>i</sc>) complexes
    Knighton, Richard C.
    Pope, Simon J. A.
    DALTON TRANSACTIONS, 2024, 53 (09) : 4165 - 4174
  • [2] para-Selective dearomatization of phenols by I(<sc>i</sc>)/I(<sc>iii</sc>) catalysis-based fluorination
    Stuenkel, Timo
    Siebold, Kathrin
    Okumatsu, Daichi
    Murata, Kazuki
    Ruyet, Louise
    Daniliuc, Constantin G.
    Gilmour, Ryan
    CHEMICAL SCIENCE, 2023, 14 (46) : 13574 - 13580
  • [3] Unraveling ligand exchange reactions in linear neutral Au(<sc>i</sc>) and Cu(<sc>i</sc>) N-heterocyclic carbene complexes for biological applications
    Rodrigues, Gustavo C.
    Barrionuevo, Manoel V. F.
    San-Miguel, Miguel A.
    Abbehausen, Camilla
    NEW JOURNAL OF CHEMISTRY, 2024, 48 (05) : 2040 - 2047
  • [4] Toward highly efficient TADF-active Cu(<sc>i</sc>), Ag(<sc>i</sc>) and Au(<sc>i</sc>) carbene complexes using symmetry-based design strategy
    Artem'ev, Alexander V.
    Rogovoy, Maxim I.
    Odud, Ilia M.
    Davydova, Maria P.
    Rakhmanova, Marianna I.
    Petrov, Pavel A.
    Brel, Valery K.
    Artushin, Oleg I.
    Brylev, Konstantin A.
    Samsonenko, Denis G.
    Berezin, Alexey S.
    Gorbunov, Dmitry E.
    Gritsan, Nina P.
    INORGANIC CHEMISTRY FRONTIERS, 2024, 11 (24): : 8778 - 8788
  • [5] Mechanochromic photoluminescence in a dinuclear alkynyl copper(<sc>i</sc>) complex with an extremely short Cu(<sc>i</sc>)⋯Cu(<sc>i</sc>) separation
    Moussa, J.
    Julia, F.
    Chamoreau, L. M.
    Gonzalez-Herrero, P.
    NEW JOURNAL OF CHEMISTRY, 2024, 48 (13) : 5577 - 5581
  • [6] Understanding the reaction mechanism of anti-addition of (NHC)Au(<sc>i</sc>)-H and (NHC)Au(<sc>i</sc>)-F across alkyne
    Chan, Wing Chun
    Lin, Zhenyang
    ORGANIC CHEMISTRY FRONTIERS, 2025,
  • [7] The Diffusion of the Metaverse: H<sc>ow</sc> Y<sc>ouTube</sc> I<sc>nfluencers</sc> S<sc>hape</sc> M<sc>ass</sc> A<sc>doption</sc>
    Tingelhoff, Fabian
    Klug, Sebastian
    Elshan, Edona
    CALIFORNIA MANAGEMENT REVIEW, 2024, 66 (04) : 23 - 50
  • [8] Therapeutic potential of Ag(<sc>i</sc>)-, Au(<sc>i</sc>)-, and Au(<sc>iii</sc>)-NHC complexes of 3-pyridyl wingtip N-heterocyclic carbenes (NHCs) against lung cancer
    Behera, Prafulla K.
    Maity, Lakshmikanta
    Roy, Sraddhya
    Das, Ananya
    Sahu, Priyanka
    Kisan, Hemanta K.
    Changotra, Avtar
    Isab, Anvarhusein A.
    Fettouhi, Mohammed Benyounes
    Bairagi, Aparajita
    Chatterjee, Nabanita
    Dinda, Joydev
    NEW JOURNAL OF CHEMISTRY, 2023, 47 (40) : 18835 - 18848
  • [9] Exploring the Potential of Virtual Immersive Workspaces: B<sc>enefits</sc>, L<sc>imitations</sc>, <sc>and</sc> I<sc>mplications</sc>
    Darvish, Mahdieh
    Bick, Markus
    Keresztyen, Laura
    CALIFORNIA MANAGEMENT REVIEW, 2024, 66 (04) : 102 - 120
  • [10] Dinitrogen silylation catalyzed by silylene cobalt(<sc>i</sc>) and silylene iron(<sc>i</sc>) chlorides
    Fan, Qingqing
    Li, Qingshuang
    Sun, Hongjian
    Li, Xiaoyan
    DALTON TRANSACTIONS, 2024, 53 (39) : 16261 - 16270
12345