Can bridged 1,6-X-[10]annulenes (X = SiH2, SiMe2, PH, and S) exist?

Jiao H, van Eikema Hommes N, Schleyer P (2002)


Publication Status: Published

Publication Type: Journal article

Publication year: 2002

Journal

Publisher: American Chemical Society

Book Volume: 4

Pages Range: 2393-2396

Journal Issue: 14

DOI: 10.1021/ol026144v

Abstract

In contrast to the 1,6-X-[10]annulenes (X = CH2, O, NH) with delocalized forms (c), their X = PH and S counterparts favor the bisnorcaradiene structures (b). Forms b and c are close in energy with X = SiH2 and Web The computed nucleus independent chemical shifts (NICS), show both annuienes (c) and cyclic polyenes (a) to be aromatic. Strain-introduced structural localization, e.g., due to four bulky SiMe3 substituents, reduces but does not eliminate aromaticity.

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How to cite

APA:

Jiao, H., van Eikema Hommes, N., & Schleyer, P. (2002). Can bridged 1,6-X-[10]annulenes (X = SiH2, SiMe2, PH, and S) exist? Organic Letters, 4(14), 2393-2396. https://dx.doi.org/10.1021/ol026144v

MLA:

Jiao, Haijun, Nico van Eikema Hommes, and Paul Schleyer. "Can bridged 1,6-X-[10]annulenes (X = SiH2, SiMe2, PH, and S) exist?" Organic Letters 4.14 (2002): 2393-2396.

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