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Cucurbit[8]uril: New Recognition Features and Applications in Chemosensing and Catalysis

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2021, Doctor of Philosophy (PhD), Ohio University, Chemistry and Biochemistry (Arts and Sciences).
The Cucurbit[n]uril (CB[n]) family of barrel-shaped macrocycles is known for their very high affinity towards hydrophobic molecules flanked with positively charged substituents. They have been used for a wide range of applications, including drug delivery, molecular switches, catalysis, and polymers, to name a few. Herein, we first present a CB[8]-based chemosensor that can encapsulate an auxiliary probe to perform hydrocarbon recognition. This insightful study revealed the role of usually neglected weak forces like CH-π interactions in the formation of inclusion complexes. The CB[8] macrocycle was also exploited to synthesize a dynamic dimer of platinum terpyridyl chloride, which is then used as a photocatalyst for water splitting. Using CB[8] successfully increased the catalytic efficiency and provided mechanistic insight into this complex process. At last, we assessed the self-assembling behavior of dibenzyl ammoniums with CB[8]. The impact of quadrupole-quadrupole interactions between the benzyl groups and the desolvation of these groups on guest encapsulation and binding affinities were analyzed thoroughly, both experimentally and in silico.
Eric Masson (Advisor)
161 p.

Recommended Citations

Citations

  • Rabbani, R. (2021). Cucurbit[8]uril: New Recognition Features and Applications in Chemosensing and Catalysis [Doctoral dissertation, Ohio University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=ohiou1617370414505626

    APA Style (7th edition)

  • Rabbani, Ramin. Cucurbit[8]uril: New Recognition Features and Applications in Chemosensing and Catalysis. 2021. Ohio University, Doctoral dissertation. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=ohiou1617370414505626.

    MLA Style (8th edition)

  • Rabbani, Ramin. "Cucurbit[8]uril: New Recognition Features and Applications in Chemosensing and Catalysis." Doctoral dissertation, Ohio University, 2021. http://rave.ohiolink.edu/etdc/view?acc_num=ohiou1617370414505626

    Chicago Manual of Style (17th edition)