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Tetra‐tert‐butyltetrahedrane
Abstract
The stable tetrahedrane derivative (3)—the very first alkyl-substituted tetrahedrane—has now been synthesized photochemically from the cyclopentadienone (1). 1H-NMR, 13C-NMR, mass, and IR spectra, as well as the reversible isomerization to (2), are compatible with the tetrahedrane structure. The unexpected stability of the compound is attributed to substitution of all four corners of the skeleton with bulky groups.—The starting material (1), which is also new could only be prepared under “forbidden conditions”.
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Citations
Cited by
Tomalia, D. A., Naylor, A. M., & Goddard, W. A. (1990) · Angewandte Chemie International Edition in English · doi:10.1002/anie.199001381 · Cited by 3,211
The Concept of Strain in Organic Chemistry
Wiberg, K. B. (1986) · Angewandte Chemie International Edition in English · doi:10.1002/anie.198603121 · Cited by 745
Rosenberg, M., Dahlstrand, C., Kilså, K., & Ottosson, H. (2014) · Chemical Reviews · doi:10.1021/cr300471v · Cited by 505
Tetrahedrane and Cyclobutadiene
Maier, G. (1988) · Angewandte Chemie International Edition in English · doi:10.1002/anie.198803093 · Cited by 323
Self-citationHong, C., Baltazar, J., & Tovar, J. D. (2022) · European Journal of Organic Chemistry · doi:10.1002/ejoc.202101343 · Cited by 68
Metadata
- Authors
- Maier, G., Pfriem, S., Schäfer, U., & Matusch, R.
- Venue
- Angewandte Chemie International Edition in English
- Publisher
- Wiley
- Published
- 1978-07
- Volume
- 17
- Issue
- 7
- Pages
- 520-521
- ISSN
- 0570-0833 (ISSN-L)
- OpenAlex
- W4248534626
- Cited by
- 263
- References
- 0
- FWCI
- 10.03
- Type
- journal article
- Language
- en
- Open access
- closed
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- CoChat. (2026). Citation check: Tetra‐tert‐butyltetrahedrane. https://app.cochat.ai/papers/10.1002/anie.197805201
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- Maier, G., Pfriem, S., Schäfer, U., & Matusch, R. (1978). Tetra‐tert‐butyltetrahedrane. Angewandte Chemie International Edition in English. https://doi.org/10.1002/anie.197805201
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