How Do G–Se Nonbonded and Y–Se Through π -Bond Interactions Determine the Structures of 8-G-1-( p-YC₆H₄Se)C₁₀H₆?

Abstract

Structures of 8-G-1-( p-YC ₆ H ₄ Se)C ₁₀ H ₆ (G = H (1), SeMe (2), Cl (3), and Br (4)) bearing various Y are determined by the X-ray crystallographic analysis. While Y dependence in the structures originates from the through π interaction between n _p (Se) and n _p (Y), G dependence is based on the nonbonded n _p (G)…σ*(Se–C) 3c–4e interaction. QC calculations reveal that the specific stability appears when the π 2c–4e is distorted (Möbius type stability).

Keywords:

• 2c–4e
• 3c–4e
• lone pair
• naphthalene-1,8-positions
• nonbonded interactions
• QC calculations
• selenides