What is it about?

Norbornadiene is capable of interconverting into its isomer, quadricyclane (QC), by the incidence of ultraviolet light. After that, the QC can release heat to return to the initial stage of NBD. To increase the energy efficiency and to enable the reaction to occur at the solar light, chemists have synthesized a wide variety of NBD derivatives. Papers in more than seventy years have studied and reported the physical and chemical properties of those compounds and their applications as rocket fuel, solar energy cell, homogeneous catalysis, and agrochemicals published between 1950 and 2021. Even computational chemistry has been used to investigate the NBD derivatives synthetic routes, elucidation, and application. In addition, this review describes other applications of norbornadiene.

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Why is it important?

One of the main features of NBD involves its ability to store energy. Under the influence of light, NBD is interconverted into its isomer, tetracyclo[3.2.0.02,7.04,6]heptane or quadricyclane (QC), through a cycloaddition reaction [2+2]. In this photochemical reaction, the energy released can be captured, allowing the use of norbornadiene (1) as a voltaic cell.

Perspectives

The search for new, more selective and less toxic agrochemicals, has been a topic of very strong interest in science in the 21th century. Within this context, cage-shaped compounds have received special attention due to its molecular structure and potential to interact specifically with biological receptors, as well as its ability to encapsulate smaller molecules inside.

Professor Elson Santiago Alvarenga
Universidade Federal de Vicosa

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This page is a summary of: NORBORNADIENO: SÍNTESE E APLICAÇÕES, January 2022, Sociedade Brasileira de Quimica (SBQ),
DOI: 10.21577/0100-4042.20170904.
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