1998
DOI: 10.1002/(sici)1099-0682(199806)1998:6<733::aid-ejic733>3.0.co;2-5
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The π-Electron-Accepting Ability of the Boron Atom in Ethynylboranes and Related Compounds – An Approximate Weight Computation for Resonance Structures⋆

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Cited by 19 publications
(8 citation statements)
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“…However, in these studies we also point out the η 2 bonding mode for this ligand is tenuous and susceptible to slippage into an η 1 bonding mode. This notion is supported by some other recent computational results on the parent borataethylene species [CH 2 BH 2 ] - , where resonance contributions for an olefin-like covalent formulation (η 2 ) versus an ionic resonance contributor more consistent with η 1 bonding were found to be 36.7% and 63.3%, respectively . This opens up the opportunity for borataalkene reactivity patterns that involve the η 1 bonded species.…”
Section: Introductionsupporting
confidence: 71%
“…However, in these studies we also point out the η 2 bonding mode for this ligand is tenuous and susceptible to slippage into an η 1 bonding mode. This notion is supported by some other recent computational results on the parent borataethylene species [CH 2 BH 2 ] - , where resonance contributions for an olefin-like covalent formulation (η 2 ) versus an ionic resonance contributor more consistent with η 1 bonding were found to be 36.7% and 63.3%, respectively . This opens up the opportunity for borataalkene reactivity patterns that involve the η 1 bonded species.…”
Section: Introductionsupporting
confidence: 71%
“…Conjugated systems extending through the boronate ester are reasonable. For example, poly(dioxaborole)s, in which the empty p-orbitals on the boron atoms and the lone pairs of electrons on the oxygen atoms are in conjugation with the phenyl rings, are considered to provide an opportunity for extending π-conjugation and thus have attracted attention as a novel class of conjugated polymers. The red-shift in the new peak, resulting from the polymerization reaction, increased with concentration.…”
Section: Resultsmentioning
confidence: 99%
“…Furthermore, ab initio calculations on the model compound ethynylborane (H 2 BϪCϵCH) showed that a (polar) heteroallene structure with a BϭC double bond is only of minor import- ance. [9] The observed shortening of the BϪC bond length may be explained by the different boron hybridizations present in 1 (sp 2 ) and in the adducts 2 (sp 3 ).…”
Section: Crystal Structuresmentioning
confidence: 99%