Sequential Annulations to Interesting Novel Pyrrolo[3,2-c]carbazoles

Herein we report a signi\ufb01cant, valuable extension of a recently implemented pyrrole benzannulation methodology that, employing versatile nitrodienes from our lab as useful C4 building blocks, led to indole derivatives characterized by unusual patterns of substitution. The 6-nitro-7-arylindoles resulting from suitably derivatized, non-symmetric dienes are of foreseeable synthetic interest in search for new polyheterocyclic systems. As an example, pyrrolocarbazoles with a rarely reported ring fusion were synthesized with the classical Cadogan protocol. Furthermore, the proven easy reducibility of the nitro group to amine will surely open the way to further interesting elaborations

An easy access to furan fused polyheterocyclic systems

Nitrostilbenes characterized by two different or differently substituted aryl moieties can be obtained from the initial ring-opening of 3-nitrobenzo[b]thiophene with amines. Such versatile building blocks couple the well-recognized double electrophilic reactivity of the nitrovinyl moiety (addition to the double bond, followed by, e.g., intramolecular replacement of the nitro group) with the possibility to exploit a conjugated system of double bonds within an electrocyclization process. Herein, nitrostilbenes are reacted with different aromatic enols provided by a double (carbon and oxygen) nucleophilicity, leading to novel, interesting naphthodihydrofurans. From these, as a viable application, aromatization and electrocyclization lead in turn to valuable polycondensed, fully aromatic O-heterocycles. © 2022 by the authors. Licensee MDPI, Basel, Switzerland

Identification of thiol from 11-(9-Carbazolyl)-1-undecyldisulfide by NMR spectroscopy and single step coating of gold nanoparticles.

Disul\ufb01de-functionalized \ufb02uorescent derivative of carbozole named 11-(9-carbazolyl)-1-undecyl disul\ufb01de (CBZDS) has been synthesized. Proton nuclear magnetic resonance spectroscopy was used to distinguish thiol from its corresponding symmetrical disul\ufb01de. Single step synthesis of gold nanoparticles coated with CBZDS was carried out which resulted in stable monolayers of CBZDS on gold nanoparticles

Synthesis of a disulfide functionalized diacetylenic derivative of carbazole as building-block of polymerizable self-assembled monolayers.

A new symmetrical disulfide containing a diacetylenic unit and bearing a fluorescent carbazolyl end-group forming polymerizable self-assembled monolayers on metallic nanostructures has been synthesized. Suitable modifications of the synthetic steps involved in the synthesis of such derivatives were made in order to assure better synthetic pathway. Conversion of the tosylated derivative into the final symmetrical disulfide is carried out using sodium hydrosulfide (NaSH)

A quantum chemical investigation of electronic and optical properties of fullerene linked acceptors dyads by conjugated bridges.

Donor-acceptor molecules have received an increasing interest in fields such as: dye-sensitized solar cells, molecular electronics and non-linear optics thanks to their specific spectroscopic and electronic properties, which are related to the intramolecular charge transfer that occurs in these systems. In particular, fullerene derivatives are one of the most widely used electron acceptor unit because of their capacity to accept up to 6 electrons. On the other side, ferrocene, for its remarkable stability and strong electron donor ability, is supposed to be the most suitable counterpart to build an efficient donor-acceptor dyad, as reported in literature, where different fullerene/ferrocene hybrid systems with interesting properties have been proposed. In this work, we address a quantum chemical study on the structural, electronic and optical properties of novel push-pull macromole-cules based on fullerene-ferrocene groups linked by a phenyleneethynylene conjugated bridge, in order to better understand the structure-function relationship and the in-silico design of new donor-acceptor dyad materials for applications in the organic photovoltaic field

Novel quaternary ammonium-functionalized diacetylenes: their synthesis and photopolymerization.

In this paper, we report the synthesis of novel diacetylenes bearing trimethylammonium end groups, their photochemical polymerization and the spectroscopic characterization of the polymers by different techniques (UV\u2013vis, \ufb02uorescence, FT-IR, Raman). The obtained results shed light on the role of the trimethylammonium head group (and its counterions) in the polymerization process. It is also demonstrated that the presence of an internal, H-bondable amide function in the diacetylene tail favors the photopolymerization process as well as the formation of the polydiacetylene in its blue, highlyconjugated form. Moreover, the corresponding polymer in the less-conjugated red phase, typical of polydiacetylenes in solution, shows signi\ufb01cantly enhanced emission properties with respect to its counterparts carrying all-saturated lateral chains