ACCTG418 Midterm: q1-15 Lecture Template Conjugation, Diels-Alder .pdf

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Lecture outline/notes conjugated systems (chapter 15: conjugation is the electronic situation that results from the simultaneous ( -type) overlap of more than two adjacent p-orbitals. Such systems enjoy special stabilization and react as a single entity. Friendly hint: look for adjacent multiple ( -) bonds, lone pairs, and empty p-orbitals . Alternating single and pi-bonds alkenes, alkynes, carbonyl groups, etc. Oxygen and nitrogen lone pairs adjacent to any kind of unsaturation (alkene, alkyne, carbonyl, nitrile, etc). A conjugated unsaturated system is such a -electron array embedded in a larger molecule: nonconjugated molecules or -systems will have at least one sp3 hybridized center interrupting adjacent -systems, preventing the continuous overlap of more than two p-orbitals. Conjugated enone: cumulated double bonds (cumulenes) contain multiple double bonds that share a common carbon atom, which thus has two, perpendicular, p-orbitals (i. e. , the atom is sp-hybridized). Since the -systems are mutually perpendicular, they do not interact!

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