CHEM 3580- PPS#5 Solutions.pdf

CHEM 3580- PPS#5 Solutions.pdf - C3580 PPS#6 Solutions Page...

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C3580 PPS#6 Solutions Page 1 of 8 1) 2) + + + + + + 1 2 5 (tie) 4 3 5 (tie) CH 2 + A) CH 2 + CH 2 + CH 2 + CH 2 + B) C H 2 C N - C H 2 C N - C H 2 C N - C H 2 C N - C H 2 C N - C H 2 C N - C) CH 2 . CH 2 . H 2 C CH 2 .
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Page 2 of 8 3) Br Br Δ 2 Br . Br . H . H Br Br N O O Br Br + N O OH . Radical A Radical B . Radical A Br Br Br . Br + . Radical B Br Br Br . + Br
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Page 3 of 8 4) F N + O O - N + - O O F N + O - N + - O O O - + F N + O N + - O - O O - + Both EWGs place a partial positive charge on the carbon attached to the fluorine, making that carbon more electrophilic. O F O + F - EDG places a partial negative charge on the carbon attached to the fluorine, making that carbon less electrophilic.
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Page 4 of 8 5) Fe A) B) Rh Ph 3 P Ph 3 P Cl PPh 3 C) Pd Cl Pd Cl D) Ir N N N Fe +2 - - Fe(II) d 6 d 6 = 6 e - 2 cp - = 12 e - 18 e - complex Rh +1 PPh 3 PPh 3 Cl - PPh 3 Rh(I) d 8 d 8 = 8 e - = 2 e - 16 e - complex Cl - 3 PPh 3 = 6 e - Pd +2 Cl - Pd +2 Cl - - - Pd(II) d 8 d 8 = 8 e - = 4 e - 16 e - complex 2 Cl - 2 allyl = 4 e - Ir +3 N N N - - - Ir(III) d 6 d 6 = 6 e - 3ppy = 12 e - 18 e - complex
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Page 5 of 8 6) O B(OH) 2 + Br O H Pd(PPh 3 ) 4 K 2 CO 3 THF/H 2 O H 3 CO O Pd(PPH 3 ) 4 -2 PPh 3 Pd 0 Ph 3 P Ph 3 P Br O H Oxidative Addition
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