ridm@nrct.go.th   ระบบคลังข้อมูลงานวิจัยไทย   รายการโปรดที่คุณเลือกไว้

Stable tetrabenzo-chichibabin’s hydrocarbons : tunable ground state and unusual transition between their closed-shell and open-shell resonance forms

หน่วยงาน Nanyang Technological University, Singapore

รายละเอียด

ชื่อเรื่อง : Stable tetrabenzo-chichibabin’s hydrocarbons : tunable ground state and unusual transition between their closed-shell and open-shell resonance forms
นักวิจัย : Zeng, Zebing , Sung, Young Mo , Bao, Nina , Tan, Davin , Lee, Richmond , Zafra, José L. , Lee, Byung Sun , Ishida, Masatoshi , Ding, Jun , López Navarrete, Juan T. , Li, Yuan , Zeng, Wangdong , Kim, Dongho , Huang, Kuo-Wei , Webster, Richard David , Casado, Juan , Wu, Jishan
คำค้น : -
หน่วยงาน : Nanyang Technological University, Singapore
ผู้ร่วมงาน : -
ปีพิมพ์ : 2555
อ้างอิง : Zeng, Z., Sung, Y. M., Bao, N., Tan, D., Lee, R., Zafra, J. L., et al. (2012). Stable tetrabenzo-chichibabin’s hydrocarbons : tunable ground state and unusual transition between their closed-shell and open-shell resonance forms. Journal of the American Chemical Society, 134(35), 14513-14525. , http://hdl.handle.net/10220/11221 , http://dx.doi.org/10.1021/ja3050579
ที่มา : -
ความเชี่ยวชาญ : -
ความสัมพันธ์ : Journal of the American chemical society
ขอบเขตของเนื้อหา : -
บทคัดย่อ/คำอธิบาย :

Stable open-shell polycyclic aromatic hydrocarbons (PAHs) are of fundamental interest due to their unique electronic, optical, and magnetic properties and promising applications in materials sciences. Chichibabin’s hydrocarbon as a classical open-shell PAH has been investigated for a long time. However, most of the studies are complicated by their inherent high reactivity. In this work, two new stable benzannulated Chichibabin’s hydrocarbons 1-CS and 2-OS were prepared, and their electronic structure and geometry in the ground state were studied by various experiments (steady-state and transient absorption spectra, NMR, electron spin resonance (ESR), superconducting quantum interference device (SQUID), FT Raman, X-ray crystallographic etc.) and density function theory (DFT) calculations. 1-CS and 2-OS exhibited tunable ground states, with a closed-shell quinoidal structure for 1-CS and an open-shell biradical form for 2-OS. Their corresponding excited-state forms 1-OS and 2-CS were also chemically approached and showed different decay processes. The biradical 1-OS displayed an unusually slow decay to the ground state (1-CS) due to a large energy barrier (95 ± 2.5 kJ/mol) arising from severe steric hindrance during the transition from an orthogonal biradical form to a butterfly-like quinoidal form. The quick transition from the quinoidal 2-CS (excited state) to the orthogonal biradicaloid 2-OS (ground state) happened during the attempted synthesis of 2-CS. Compounds 1-CS and 2-OS can be oxidized into stable dications by FeCl3 and/or concentrated H2SO4. The open-shell 2-OS also exhibited a large two-photon absorption (TPA) cross section (760 GM at 1200 nm).

บรรณานุกรม :
Zeng, Zebing , Sung, Young Mo , Bao, Nina , Tan, Davin , Lee, Richmond , Zafra, José L. , Lee, Byung Sun , Ishida, Masatoshi , Ding, Jun , López Navarrete, Juan T. , Li, Yuan , Zeng, Wangdong , Kim, Dongho , Huang, Kuo-Wei , Webster, Richard David , Casado, Juan , Wu, Jishan . (2555). Stable tetrabenzo-chichibabin’s hydrocarbons : tunable ground state and unusual transition between their closed-shell and open-shell resonance forms.
    กรุงเทพมหานคร : Nanyang Technological University, Singapore.
Zeng, Zebing , Sung, Young Mo , Bao, Nina , Tan, Davin , Lee, Richmond , Zafra, José L. , Lee, Byung Sun , Ishida, Masatoshi , Ding, Jun , López Navarrete, Juan T. , Li, Yuan , Zeng, Wangdong , Kim, Dongho , Huang, Kuo-Wei , Webster, Richard David , Casado, Juan , Wu, Jishan . 2555. "Stable tetrabenzo-chichibabin’s hydrocarbons : tunable ground state and unusual transition between their closed-shell and open-shell resonance forms".
    กรุงเทพมหานคร : Nanyang Technological University, Singapore.
Zeng, Zebing , Sung, Young Mo , Bao, Nina , Tan, Davin , Lee, Richmond , Zafra, José L. , Lee, Byung Sun , Ishida, Masatoshi , Ding, Jun , López Navarrete, Juan T. , Li, Yuan , Zeng, Wangdong , Kim, Dongho , Huang, Kuo-Wei , Webster, Richard David , Casado, Juan , Wu, Jishan . "Stable tetrabenzo-chichibabin’s hydrocarbons : tunable ground state and unusual transition between their closed-shell and open-shell resonance forms."
    กรุงเทพมหานคร : Nanyang Technological University, Singapore, 2555. Print.
Zeng, Zebing , Sung, Young Mo , Bao, Nina , Tan, Davin , Lee, Richmond , Zafra, José L. , Lee, Byung Sun , Ishida, Masatoshi , Ding, Jun , López Navarrete, Juan T. , Li, Yuan , Zeng, Wangdong , Kim, Dongho , Huang, Kuo-Wei , Webster, Richard David , Casado, Juan , Wu, Jishan . Stable tetrabenzo-chichibabin’s hydrocarbons : tunable ground state and unusual transition between their closed-shell and open-shell resonance forms. กรุงเทพมหานคร : Nanyang Technological University, Singapore; 2555.