Development of new synthetic strategies for the preparation of polyrotaxanes

Author(s)

Liniquer André Fontana

• Document type: Doctoral Thesis
• Press: Campinas, SP.
• Institution: Universidade Estadual de Campinas (UNICAMP). Instituto de Química
• Defense date: 2022-02-10

Examining board members

Jackson Dirceu Megiatto Junior; Igor Dias Jurberg; Paulo Cesar de Sousa Filho; Bernardo Almeida Iglesias; Davi Fernando Back

• Advisor: Jackson Dirceu Megiatto Junior

Abstract

The synthesis of interlocked molecules has evolved significantly from the use of metals as templates. In this approach, the metals must coordinate with the molecules that will be intertwined, approximating and spatially orienting them in order to facilitate their intertwining. In some cases, metals can also assume the role of forming the new bonds that will be responsible for the intertwining, in this case, they are called active templates. The synthesis of interlocked molecules using metals as active templates allows optimizing the synthetic process, reducing the number of steps and increasing the number of reactions that can be used for this purpose. In our work, we developed a ruthenium macrocyclic complex in order to use it in the synthesis of intertwined molecules through the active metal-template methodology. With this complex, it was possible to promote reactions of insertion of thiols/amines in diazoacetates, forming [2]Rotaxanes in excellent yields. The products were extensively characterized by nuclear magnetic resonance (NMR) and mass spectrometry (Maldi-TOF) techniques. The results obtained attest that these reactions can be extended to the formation of more complex intertwined molecules, such as polyrotaxanes (AU)

• FAPESP's process: 17/06752-5 - Development of New Template Strategies for the Synthesis of Polyrotaxanes
• Grantee: Liniquer André Fontana
• Support Opportunities: Scholarships in Brazil - Doctorate