Photoelimination of nitrogen from adamantane and pentacycloundecane (PCU) diazirines: a spectroscopic study and supramolecular control

Author:

Šumanovac Tatjana1234,Alešković Marija1234,Šekutor Marina1234ORCID,Matković Marija1234,Baron Thibaut1234,Mlinarić-Majerski Kata1234ORCID,Bohne Cornelia56786ORCID,Basarić Nikola1234ORCID

Affiliation:

1. Department of Organic Chemistry and Biochemistry

2. Ruđer Bošković Institute

3. 10000 Zagreb

4. Croatia

5. Department of Chemistry

6. University of Victoria

7. V8W 2Y2 Canada

8. Centre for Advanced Materials and Related Technologies (CAMTEC)

Abstract

Nitrogen photoelimination delivers carbenes from diazirines. Protonation of singlet carbenes was detected based on the PCU skeleton rearrangement. Complexation of diazirines changes the relative singlet/triplet ratio of carbene products.

Funder

Hrvatska Zaklada za Znanost

Natural Sciences and Engineering Research Council of Canada

University of Victoria

Publisher

Springer Science and Business Media LLC

Subject

Physical and Theoretical Chemistry

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3. R. A. Moss and M. P.Doyle , Contemporary Carbene Chemistry , Wiley , 2014

4. M. Jones Jr. and R. A.Moss , Singlet Carbenes , in Reactive Intermediate Chemistry , ed. R. A. Moss , M. S. Platz and M. Jones Jr , Wiley , Hoboken , 2004 and references cited therein

5. H. Tomioka , Triplet Carbenes , in Reactive Intermediate Chemistry , ed. R. A. Moss , M. S. Platz and M. Jones Jr , Wiley , Hoboken , 2004 and references cited therein

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