Challenging Synthesis of a Highly Strained π-Extended Viologen-Based Cyclophane

Year 2025, Volume: 18 Issue: 1, 312 - 325, 28.03.2025

M. Mustafa Çetin

https://doi.org/10.18185/erzifbed.1650046

Abstract

The challenging synthesis of a highly strained π-extended viologen-based cyclophane is achieved through a straightforward four-step process, utilizing simple and readily accessible chemicals. The desired product was characterized by 1H and 13C NMR spectroscopy, HRMS (ESI), and the solid-state structure was determined by single-crystal X-ray analysis. To demonstrate the versatility of this new platform due by the extended viologen units, further photophysical and electrochemical property studies, including photoluminescence and altered redox potentials, are being conducted in our laboratories.

Keywords

Cyclophane, viologen, challenging synthesis, supramolecular chemistry, strained and π-extended

Ethical Statement

There are no ethical issues regarding the publication of this study.

Supporting Institution

There are no conflicts to declare. The author also declares no competing financial interest.

Thanks

The author thanks to Prof Sir Fraser Stoddart for his endless support in the discussion of the obtained results, sage advice, insightful criticism and discussion, and patient encouragement during this work. The author greatly thanks to his wife Mine and sons Metehan Arda and Mert Kaan for willingly giving him time to complete this work.

Yüksek Gerilimli π-Uzamış Viologen-Bazlı Siklofanın Zorlu Sentezi

Abstract

Yüksek gerilimli π-uzamış viologen-bazlı siklofanın zorlu sentezi, basit ve kolayca erişilebilen kimyasallar kullanılarak dört adımlı süreçle gerçekleştirilmiştir. Elde edilen nihai ürün, 1H ve 13C NMR spektroskopisi, HRMS (ESI) ile karakterize edilmiş ve katı hal yapısı tek kristal X-ışını analizi ile belirlenmiştir. Uzatılmış viologen birimleri sayesinde bu yeni platformun çok yönlülüğünü göstermek amacıyla, fotolüminesans ve değişen redoks potansiyelleri de dahil olmak üzere daha fazla fotofiziksel ve elektrokimyasal özellik çalışmaları laboratuvarlarımızda hala devam etmektedir.

Keywords

Siklofan, viologen, zorlu sentez, supramolecular kimya, gergin ve π-uzamış

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