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Chapter 40 — Further Reading

Foundational green chemistry

  • Anastas, P. T., and Warner, J. C. (1998). Green Chemistry: Theory and Practice. Oxford University Press. The foundational text. The 12 Principles are defined here.

  • Sheldon, R. A. (2007). "The E-factor: fifteen years on." Green Chemistry 9(12), 1273-1283. Definitions and applications of E-factor.

  • Sheldon, R. A. (2018). "Metrics of green chemistry and sustainability: past, present, and future." ACS Sustainable Chemistry & Engineering 6(1), 32-48.

12 Principles in practice

Process chemistry

Flow chemistry

  • Gutmann, B., et al. (2015). "Continuous-flow technology — a tool for the safe manufacturing of active pharmaceutical ingredients." Angewandte Chemie 54(23), 6688-6728.

  • Plutschack, M. B., et al. (2017). "The hitchhiker's guide to flow chemistry." Chemical Reviews 117(18), 11796-11893. Comprehensive review.

  • Movsisyan, M., et al. (2016). "Taming hazardous chemistry by continuous flow technology." Chemical Society Reviews 45(18), 4892-4928.

Continuous manufacturing

  • Lee, S. L., et al. (2015). "Modernizing pharmaceutical manufacturing: from batch to continuous production." Journal of Pharmaceutical Innovation 10(3), 191-199.

  • Adamo, A., et al. (2016). "On-demand continuous-flow production of pharmaceuticals in a compact, reconfigurable system." Science 352(6281), 61-67.

Biocatalysis

  • Bornscheuer, U. T., et al. (2012). "Engineering the third wave of biocatalysis." Nature 485(7397), 185-194.

  • Arnold, F. H. (2018). Nobel Lecture. Angewandte Chemie 57(31), 9648-9657. Directed evolution.

  • Wenda, S., et al. (2011). "Industrial biocatalysis today and tomorrow." Green Chemistry 13(5), 1085-1096.

  • Walsh, C. T., and Tang, Y. (2017). Natural Product Biosynthesis. American Chemical Society. Modern biosynthesis from a chemical perspective.

Photoredox catalysis

  • Prier, C. K., et al. (2013). "Visible light photoredox catalysis with transition metal complexes: applications in organic synthesis." Chemical Reviews 113(7), 5322-5363.

  • MacMillan, D. W. C. (multiple papers). MacMillan-Doyle photoredox papers (since 2008).

  • Nicewicz, D. A., and Nguyen, T. M. (2014). "Recent applications of organic dyes as photoredox catalysts in organic synthesis." ACS Catalysis 4(1), 355-360.

Electrochemistry

  • Wiebe, A., et al. (2018). "Electrifying organic synthesis." Angewandte Chemie 57(20), 5594-5619.

  • Möhle, S., et al. (2018). "Modern electrochemical aspects for the synthesis of value-added organic products." Angewandte Chemie 57(21), 6018-6041.

  • Yan, M., et al. (2017). "Synthetic organic electrochemistry." Chemical Reviews 117(21), 13230-13319.

AI in synthesis

  • Coley, C. W., et al. (2017). "Prediction of organic reaction outcomes using machine learning." ACS Central Science 3(5), 434-443.

  • Segler, M. H. S., et al. (2018). "Planning chemical syntheses with deep neural networks and symbolic AI." Nature 555(7698), 604-610.

  • Coley, C. W., et al. (2023). "A robotic platform for flow synthesis of organic compounds informed by AI planning." Science 380(6644).

  • Schwaller, P., and Laino, T. (2020). "Machine learning for chemical synthesis." MIT Press Journal of Chemical Information and Modeling.

Renewable feedstocks

EPA Green Chemistry Challenge Awards

  • EPA Green Chemistry Challenge Awards: https://www.epa.gov/greenchemistry/presidential-green-chemistry-challenge-awards. Annual awards recognizing green chemistry innovations.

  • Sitagliptin awards (2006 Pd, 2010 biocatalysis): https://www.epa.gov/greenchemistry.

  • Pfizer's sertraline (2002): https://www.epa.gov/greenchemistry.

Computational tools

  • Avogadro (https://avogadro.cc/). Modeling and visualization.

  • AlphaFold Database (https://alphafold.ebi.ac.uk/). Protein structures.

  • RDKit (open-source cheminformatics): https://www.rdkit.org/.

  • PubChem for compound info.

Online resources

  • ACS Green Chemistry Institute: https://www.acs.org/green-chemistry-sustainability.

  • Green Chemistry journal (RSC): https://pubs.rsc.org/en/journals/journalissues/gc.

  • Master Organic Chemistry for general organic chemistry.

  • YouTube channels: many academic chemistry channels worth following.

For practice problems

For staying current

Mathematically inclined readers

  • Sheldon, R. A. (multiple papers). E-factor mathematics and applications.

  • Trost, B. M. (1991). "Atom economy: a search for synthetic efficiency." Science 254(5037), 1471-1477. Foundational paper on atom economy.

Notes on this chapter's pedagogy

Chapter 40 is the closing chapter of the textbook. It is intentionally forward-looking: by the time students read this, the field is moving on. The chapter aims to:

  1. Provide the framework (12 Principles, atom economy, E-factor) for understanding modern green chemistry.
  2. Survey the modern methods (flow, biocatalysis, photoredox, electrochemistry, AI) shaping the field.
  3. Project the future (2030+) of organic chemistry as a discipline.
  4. Inspire continued engagement with chemistry beyond this textbook.

The closing essay (Case Study 2) personalizes the message: where might the reader go from here?

The chemistry is now yours. Use it for something that matters.

The book ends here. The chemistry begins now.