Skip to content
DraconiticResearch
Search Sources API
194,226 studies31 sourcesUpdated 32 min ago
PreprintCC BYChemRxiv

Photochemical Synthesis of Planar-to-Helical BN Acenes

4 more authors
7 affiliations
  1. 1College of Chemistry and Materials
  2. 2Henan Agricultural University
  3. 3College of Agriculture
  4. 4School of Chemistry
  5. 5Xiangtan University
  6. 6LPCNO
  7. 7Université de Toulouse

Abstract

BN-isosteric acenes offer new opportunities for structural and property modulation, but the synthesis and conformational control of highly fused BN acenes remain challenging. Here we develop a photochemical strategy to convert BN heterocyclic precursors into highly fused BN acenes. By varying substituent positions and ring-fusion orientations, we achieve a conformational evolution from planar to double-helical structures. Despite pronounced backbone distortion, the six-membered BN rings retain substantial local aromaticity. Conformational modulation gives rise to diverse photophysical properties, including long-lived phosphorescence and persistent afterglow. Enhanced air stability arises from the synergistic effects of steric shielding of the boron centres by the double-helical architecture and HOMO energy lowering upon π-extension. This work establishes a new route to highly fused BN acenes and provides opportunities for tuning their three-dimensional structures and properties.

Related

  1. Autonomous Experimentation Enables Rapid Optimization of Photochemical Continuous-Flow Synthesis of Diazaxanthilidene Fluorophores
    Joao Luiz P. de Albuquerque, Scott Laverty, Mao Niimura +3
    ChemRxivPreprintCC BYFull textGeneral chemistryChemRxiv
  2. Photochemical thiocarbonyl difluoride generation enables azetidine synthesis
    Ricardo I. Rodríguez, Julien Paut, Giona Armellin +7
    Nature CommunicationsPeer-reviewedCC BY 4.0Full text7 citedOrganic chemistryHAL
  3. Strain and Chirality: Catalytic Asymmetric Synthesis of Planar Chiral [2.2]Paracyclophanes
    Daniel Alonso, Enrique Gómez‐Bengoa, Rosa López
    ChemistryEuropePeer-reviewedCC BYFull textOrganic chemistryDOAJ
  4. Conformationally locked planar-chiral single- and double-bridged perylene diimides with highly twisted structures: topology-controlled synthesis and chiroptical properties
    Taiga Suzuki, Sara Arikawa, Natsuhiko Sugimura +2
    Chemical sciencePeer-reviewedCC BYFull textOrganic chemistryEurope PMCEurope PMCPMC
  5. Zinc Redox Catalysis in the Photochemical Borylation of Fluorocarbons
    Wenbang Yang, Aaranjah Vickneswaran, Alick Birmingham-Conner +1
    ChemRxivPreprintLicence not statedGeneral chemistryChemRxiv
BibTeX
@misc{liu2026photochemical,
  title = {{Photochemical Synthesis of Planar-to-Helical BN Acenes}},
  author = {Lijie Liu and Xingxiao Wang and Wanjin Wu and Jinjin Wang and Yu Zhang and Lu Lin and Yan Tang and Tianjing Wu and Xin Zheng and Guoxing Liu and Yanyan Liu and Yutao Dong and Zheng Zhao and Iker Del Rosal and Laurent Maron and Ben Zhong Tang},
  howpublished = {ChemRxiv},
  year = {2026},
  month = oct,
  doi = {10.26434/chemrxiv.15011043/v1},
  url = {https://chemrxiv.org/doi/full/10.26434/chemrxiv.15011043/v1},
  note = {CC BY},
}
RIS
TY  - UNPB
TI  - Photochemical Synthesis of Planar-to-Helical BN Acenes
AU  - Lijie Liu
AU  - Xingxiao Wang
AU  - Wanjin Wu
AU  - Jinjin Wang
AU  - Yu Zhang
AU  - Lu Lin
AU  - Yan Tang
AU  - Tianjing Wu
AU  - Xin Zheng
AU  - Guoxing Liu
AU  - Yanyan Liu
AU  - Yutao Dong
AU  - Zheng Zhao
AU  - Iker Del Rosal
AU  - Laurent Maron
AU  - Ben Zhong Tang
PY  - 2026
DA  - 2026/10/26
PB  - ChemRxiv
DO  - 10.26434/chemrxiv.15011043/v1
UR  - https://chemrxiv.org/doi/full/10.26434/chemrxiv.15011043/v1
AB  - BN-isosteric acenes offer new opportunities for structural and property modulation, but the synthesis and conformational control of highly fused BN acenes remain challenging. Here we develop a photochemical strategy to convert BN heterocyclic precursors into highly fused BN acenes. By varying substituent positions and ring-fusion orientations, we achieve a conformational evolution from planar to double-helical structures. Despite pronounced backbone distortion, the six-membered BN rings retain substantial local aromaticity. Conformational modulation gives rise to diverse photophysical properties, including long-lived phosphorescence and persistent afterglow. Enhanced air stability arises from the synergistic effects of steric shielding of the boron centres by the double-helical architecture and HOMO energy lowering upon π-extension. This work establishes a new route to highly fused BN acenes and provides opportunities for tuning their three-dimensional structures and properties.
ER  -