Ionic organoboranes.  V.  Preparations of dicarbahemiousenium and dicarbaousenium cations and a neutral ousene

Harmon, Kenneth M.; Harmon, Ann B.; Thompson, Brent C.; SPIX, CATHERINE L.; Coburn, T.T.; Ryan, Dennis P.; Susskind, Tamar Y.

doi:10.1021/ic50134a022

Cited by 20 publications

(1 citation statement)

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“…Spectroscopic studies demonstrated a rather moderate effect of the 12-vertex closo-borane on aromatic substituents 5,7,8 . Only in the case of inner salts of 12-vertex closo-borates substituted with a tropylium ion, a strong charge-transfer band 9,10 and a significant first hyperpolarizability β were observed 10 . In contrast, experiments demonstrated that 12-vertex carborane is completely ineffective as a structural element of NLO materials 7,11 .…”

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confidence: 99%

Investigations of Electronic Interactions Between closo-Boranes and Triple-Bonded Substituents

Kaszyński

Pakhomov

Young

2002

Collect. Czech. Chem. Commun.

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Intramolecular electronic interactions were investigated in five series of 12-, 10-, and 6-vertex closo-boranes and hydrocarbons (benzene, acetylene, bicyclo[2.2.2]octane, and cubane) substituted with triple-bonded groups Y≡Z (C≡CR, C≡N, C≡O, and N≡N). Structural data (single crystal X-ray crystallography), spectroscopic properties (UV, IR, and NMR), chemical behavior (dediazoniation reactions), and electronic structure calculations (hybridization and π bond order) are all in agreement that the degree of electronic conjugation between the cluster and the Y≡Z substituent is lowest for the 12-vertex closo-borane and highest for the 6-vertex analog.

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