• Craig JamiesonEmail author
  • Keith Livingstone


In the six decades following the initial synthetic report on the use of NIs, an enormous number of publications have exploited the unique properties of this valuable species. The 2007 rediscovery of the benefits of 2,5-diaryl tetrazole photolysis in particular has revitalised the field Wang et al. (Org Lett 9:4155–4158, 2007 [1]), with a number of new and exciting applications of the dipole emerging, relative to the limited literature activity of the 1980s and 1990s.


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    Li Z, Qian L, Li L, Bernhammer JC, Huynh HV, Lee J-S, Yao SQ (2015) Tetrazole photoclick chemistry: reinvestigating its suitability as a bioorthogonal reaction and potential applications. Angew Chem Int Ed Engl 55:2002–2006CrossRefGoogle Scholar
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    Herner A, Marjanovic J, Lewandowski TM, Marin V, Patterson M, Miesbauer L, Ready D, Williams J, Vasudevan A, Lin Q (2016) 2-Aryl-5-carboxytetrazole as a new photoaffinity label for drug target identification. J Am Chem Soc 138:14609–14615CrossRefGoogle Scholar
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    An P, Wu H-Y, Lewandowski TM, Lin Q (2018) Hydrophilic Azaspiroalkenes as robust bioorthogonal reporters. Chem Commun 54:14005–14008CrossRefGoogle Scholar
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    An P, Lin Q (2018) Sterically shielded Tetrazoles for a fluorogenic photoclick reaction: tuning cycloaddition rate and product fluorescence. Org Biomol Chem 16:5241–5244CrossRefGoogle Scholar

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© Springer Nature Switzerland AG 2020

Authors and Affiliations

  1. 1.Department of Pure and Applied ChemistryUniversity of StrathclydeGlasgowUK

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