lecture82012NOnotes

lecture82012NOnotes - 1 Aziridines and Azetidines – Ring...

Info iconThis preview shows pages 1–10. Sign up to view the full content.

View Full Document Right Arrow Icon

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: 1 Aziridines and Azetidines – Ring Strain 3. Pyramidal Inversion and Chirality 2 Aziridines and Azetidines – Ring Strain 4. Reactivity 3 4 H 2 N Br n NH Product: Relative Rate: Rates of Ring-Closing Reactions N H HN 0.07 0.001 N H N 100 1 H N H 0.002 5 H 2 N Br n NH Product: Relative Rate: Rates of Ring-Closing Reactions N H HN 0.07 0.001 5-membered>6>3>7>4>8-10 N H N 100 1 H N H 0.002 6 H 2 N Br n NH Product: Relative Rate: Rates of Ring-Closing Reactions 5-membered>6>3>7>4>8-10 N H HN 0.07 0.001 H Enthalpy of activation: RING STRAIN G = H - T S N H N 100 1 H N H 0.002 7 Rates of Ring-Closing Reactions 5-membered>6>3>7>4>8-10 H 2 N Br n NH Product: Relative Rate: G = H - T S H RING STRAIN 6-membered, most stable > 5 >>4>3 N H HN 0.07 0.001 N H N H 100 1 H N H 0.002 8 Rates of Ring-Closing Reactions 5-membered>6>3>7>4>8-10 H 2 N Br n NH Product: Relative Rate: G = H - T S H RING STRAIN 6-membered, most stable > 5 >>4>3 N H HN 0.07 0.001 N H N H 100 1 Medium rings (8-10) – transannular interactions H N H 0.002 9 Rates of Ring-Closing Reactions 5-membered>6>3>7>4>8-10 H 2 N Br n NH Product:...
View Full Document

This note was uploaded on 03/06/2012 for the course CHEM 302 taught by Professor Sleiman during the Winter '12 term at McGill.

Page1 / 31

lecture82012NOnotes - 1 Aziridines and Azetidines – Ring...

This preview shows document pages 1 - 10. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online