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The crystal structure of the title compound, C15H20N2orDippIm, is reported. At 106 (2) K, the molecule has monoclinicP21/c symmetry with four molecules in the unit cell. The imidazole ring is rotated 80.7 (1)° relative to the phenyl ring. Intermolecular stabilization primarily results from close contacts between the N atom at the 3-position on the imidazole ring and the C—H bond at the 4-position on the neighboringDippIm, with aryl–aryl distances outside of the accepted distance of 5 Å for π-stacking.
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Purinyl N -directed aroylation of 6-arylpurine ribo- and 2′-deoxyribonucleosides, and mechanistic insights
The purinyl nitrogen atom is an effective metalation director, which in the presence of Pd(OAc)2,t-BuOOH, and aryl aldehydes, leads to acylation of the aryl ring at the C6 position of the purine.
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- Award ID(s):
- 1953574
- PAR ID:
- 10538650
- Publisher / Repository:
- The Royal Society of Chemistry (UK)
- Date Published:
- Journal Name:
- Organic & Biomolecular Chemistry
- Volume:
- 22
- Issue:
- 33
- ISSN:
- 1477-0520
- Page Range / eLocation ID:
- 6718 to 6726
- Subject(s) / Keyword(s):
- Palladium, nucleoside, aldehyde, aroyl, C-H bond activation, radical
- Format(s):
- Medium: X
- Sponsoring Org:
- National Science Foundation
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- Free Publicly Accessible Full Text
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Accepted Manuscript1.0
- Journal Article:
- https://doi.org/10.1039/D4OB00689E
