Browsing by Author "Jana, Anukul"

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    Activation of aromatic C-F bonds by a N‐heterocyclic olefin (NHO)
    (2020) Mandal, Debdeep; Chandra, Shubhadeep; Neuman, Nicolás I.; Mahata, Alok; Sarkar, Arighna; Kundu, Abhinanda; Anga, Srinivas; Rawat, Hemant; Schulzke, Carola; Mote, Kaustubh R.; Sarkar, Biprajit; Chandrasekhar, Vadapalli; Jana, Anukul
    A N‐heterocyclic olefin (NHO), a terminal alkene selectively activates aromatic C-F bonds without the need of any additional catalyst. As a result, a straightforward methodology was developed for the formation of different fluoroaryl‐substituted alkenes in which the central carbon-carbon double bond is in a twisted geometry.
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    Facile one‐pot assembly of push-pull imines by a selective C-F substitution process in aryl fluorides
    (2020) Anga, Srinivas; Chandra, Shubhadeep; Sarkar, Pallavi; Das, Shubhajit; Mandal, Debdeep; Kundu, Abhinanda; Rawat, Hemant; Schulzke, Carola; Sarkar, Biprajit; Pati, Swapan K.; Chandrasekhar, Vadapalli; Jana, Anukul
    Herein, we report the synthesis of a series of push–pull imines by considering cyclic diamino substituent at the C‐centre and fluoroaryl substituent at the N‐centre. This has been achieved by a selective aromatic nucleophilic substitution of different fluoroarenes by N‐H‐substituted N‐heterocyclic imines (NHIs) at ambient conditions without any additional reagent. Solid‐state molecular structure analysis reveals the elongation of the central C-N bond of the imine functionality, which is consistent with the push–pull nature of these imines. The push-pull nature of these imines is further validated by computational studies.
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    N,N′‐ethylene‐bridged bis‐2‐aryl‐pyrrolinium cations to E‐diaminoalkenes : non‐identical stepwise reversible double‐redox coupled bond activation reactions
    (2020) Nayak, Mithilesh Kumar; Stubbe, Jessica; Neuman, Nicolás I.; Narayanan, Ramakirushnan Suriya; Maji, Sandipan; Schulzke, Carola; Chandrasekhar, Vadapalli; Sarkar, Biprajit; Jana, Anukul
    This work presents a stepwise reversible two‐electron transfer induced hydrogen shift leading to the conversion of a bis‐pyrrolinium cation to an E‐diaminoalkene and vice versa. Remarkably, the forward and the reverse reaction, which are both reversible, follow two completely different reaction pathways. Establishing such unprecedented property in this type of processes was possible by developing a novel synthetic route towards the starting dication. All intermediates involved in both the forward and the backward reactions were comprehensively characterized by a combination of spectroscopic, crystallographic, electrochemical, spectroelectrochemical, and theoretical methods. The presented synthetic route opens up new possibilities for the generation of multi‐pyrrolinium cation scaffold‐based organic redox systems, which constitute decidedly sought‐after molecules in contemporary chemistry.