Abstract

The advent of the so-called On-Surface synthesis represents a new scenario where testing new reaction conditions affording disruptive materials impossible to be obtained by conventional synthetic chemistry. In this regard, we have reported an unprecedented chemical reaction from tetrabromo-p-quinodimethanes (TBQs) which, by heating on gold surface, has allowed to obtain a variety of new 1D π-conjugated polymers,[1] some of them exhibiting a quasimetallic behavior.[2]In this presentation, new designed organic molecules endowed with gem-dibromovinylene units have been synthesized with the aim of broadening the scope of this highly reactive functional group to other on-surface chemical reactions.[3] Thus, new different polymers or molecular systems will be presented and discussed.[4] References [1] A. Sánchez-Grande, et al., "On-surface synthesis of ethynylene bridged anthracene polymers", Angew. Chem. Int. Ed., 2019, 58, 6559-6563.[2] Cirera, B., et al., “Tailoring topological order and π-conjugation to engineer quasi-metallic polymers”. Nat. Nanotechnol. 2020, 15, 437–443.[3] Sánchez-Grande, et al., "Surface-assisted Synthesis of N-substituted π-Conjugated Polymers" Adv. Sci., 2022, - advs.202200407R1[4] E. Pérez-Elvira, et al., "Generating Antiaromaticity: Thermally-selective Skeletal Rearrangements at Interfaces", Nat. Synth., 2023, NATSYNTH-22121246B.

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