Group transfer reaction

In organic chemistry, a group transfer reaction is a class of the pericyclic reaction where one or more groups of atoms is transferred from one molecule to another. Group transfer reactions can sometimes be difficult to identify when separate reactant molecules combine into a single product molecule (like in the ene reaction). Unlike other pericyclic reaction classes, group transfer reactions do not have a specific conversion of pi bonds into sigma bonds or vice versa, and tend to be less frequently encountered. Like all pericyclic reactions, group transfer reactions must obey the Woodward–Hoffmann rules.[1] Group transfer reactions can be divided into two distinct subcategories: the ene reaction and the diimide reduction.[2] Group transfer reactions have diverse applications in various fields, including protein adenylation, biocatalytic and chemoenzymatic approaches for chemical synthesis, and strengthening skim natural rubber latex.[3][4][5][6]

  1. ^ Singh, Jagdamba; Simha, Jaya (2005). Photochemistry And Pericyclic Reactions. New Age International. pp. 135–139. ISBN 9788122416947.
  2. ^ Dinda, Biswanath (2016-11-19), "General Aspects of Pericyclic Reactions", Essentials of Pericyclic and Photochemical Reactions, Lecture Notes in Chemistry, vol. 93, Cham: Springer International Publishing, pp. 3–11, doi:10.1007/978-3-319-45934-9_1, ISBN 978-3-319-45933-2, retrieved 2023-11-05
  3. ^ Wimmer, Mary J.; Rose, Irwin A. (June 1978). "Mechanisms of Enzyme-Catalyzed Group Transfer Reactions". Annual Review of Biochemistry. 47 (1): 1031–1078. doi:10.1146/annurev.bi.47.070178.005123. ISSN 0066-4154. PMID 354490.
  4. ^ Hedberg, Christian; Itzen, Aymelt (2015-01-16). "Molecular Perspectives on Protein Adenylylation". ACS Chemical Biology. 10 (1): 12–21. doi:10.1021/cb500854e. ISSN 1554-8929. PMID 25486069.
  5. ^ Toogood, Helen S.; Scrutton, Nigel S. (2018-04-06). "Discovery, Characterization, Engineering, and Applications of Ene-Reductases for Industrial Biocatalysis". ACS Catalysis. 8 (4): 3532–3549. doi:10.1021/acscatal.8b00624. ISSN 2155-5435. PMC 6542678. PMID 31157123.
  6. ^ Simma, Khosit; Rempel, Garry L.; Prasassarakich, Pattarapan (2009-11-01). "Improving thermal and ozone stability of skim natural rubber by diimide reduction". Polymer Degradation and Stability. 94 (11): 1914–1923. doi:10.1016/j.polymdegradstab.2009.08.005. ISSN 0141-3910.
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