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1,2,5‐Triarylcycloalka[c]arsoles: Structural Effects of Fused‐cycloalkanes on Stability and Photophysical Properties

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Herein, we have synthesized a variety of cycloalkane-fused arsoles. Cyclopentane and cyclohexane were incorporated into the cycloalkane-fused arsoles. Surprisingly, cyclohexane-fused arsole 2a gradually decomposed via oxidative ring-opening under ambient conditions, while cyclopentane-fused 1a was stable. In addition, the Stokes shift of 2a (7766 cm –1 ) is larger than that of 1a (5120 cm –1 ). The effects of the fused cycloalkane on the stability and photophysical properties were attributed to the distortion of the cycloalkane. Computational calculations demonstrated that the cyclohexane moiety in 2a was frustrated upon being incorporated into the rigid arsole ring, while the cyclopentane moiety in 1a was much less distorted.

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