The Catalyst Review August 2017 - 17

EXPERIMENTAL
ŵŝdžƚƵƌĞǁŝƚŚůŽǁĂĐƟǀŝƚLJ͘dŚĞƐĞǀĂůƵĞƐƌĞƐĞŵďůĞƚŚĞ6ͬϴƌĂƟŽĂŶĚĂĐƟǀŝƚLJŽďƚĂŝŶĞĚŝŶĞdžƉĞƌŝŵĞŶƚϮǁŝƚŚƚŚĞƵƐĞŽĨƵŶƐƵďƐƟƚƵƚĞĚ
ůŝŐĂŶĚϭ͘ĐĐŽƌĚŝŶŐůLJ͕ĂďƵůŬŝĞƌN-ƐƵďƐƟƚƵĞŶƚǁĂƐŶŽƚƌĞƐƉŽŶƐŝďůĞĨŽƌƚŚĞƉƌŽĚƵĐƚĚŝƐƚƌŝďƵƟŽŶŝŶƚŚĞŽůŝŐŽŵĞƌŝnjĂƟŽŶĞdžƉĞƌŝŵĞŶƚ͘
dŚĞƌĞƐƵůƚƐƐƚƌŽŶŐůLJƐƵŐŐĞƐƚƚŚĂƚŽŶĞƐƚĞƌŝĐĂůůLJĚĞŵĂŶĚŝŶŐƐƵďƐƟƚƵĞŶƚƉĞƌWĐĞŶƚĞƌŝƐƐƵĸĐŝĞŶƚĨŽƌĞdžĐĞůůĞŶƚϭͲ6ƐĞůĞĐƟǀŝƚLJ͘/Ŷ
ĨĂĐƚ͕ĞǀĞŶůĚŽĞƐŶŽƚŚĂǀĞƚŽďĞďŽŶĚĞĚƚŽW͕ǁŚŝĐŚǁĂƐƐŚŽǁŶďLJƉĞƌĨŽƌŵŝŶŐƚŚĞĐĂƚĂůLJnjĞĚƚƌŝŵĞƌŝnjĂƟŽŶƌĞĂĐƟŽŶǁŝƚŚϲĂŶĚϰΎ͘
DŽƌĞŽǀĞƌ͕ƚŚĞǀĞƌLJƐŝŵŝůĂƌĂĐƟǀŝƟĞƐŽĨϰ͕ϰΎ͕ĂŶĚϲŝŶĚŝĐĂƚĞĂŶŝŶƐŝƚƵŵĞƚŚLJůĂƟŽŶĂŶĚ͕ƚŚƵƐ͕ƚŚĂƚƚŚĞE͕EͲďŝƐ΀ŵĞƚŚLJů;ĂƌLJůͿƉŚŽƐƉŚŝŶŽ΁
ĂŵŝŶĞƐĂƌĞƉĂƌƚŽĨƚŚĞĂĐƟǀĞƐƉĞĐŝĞƐŝŶƚŚĞĐĂƚĂůLJƐŝƐƌĞĂĐƟŽŶ͘^ŽƵƌĐĞ͗,öhneD͕WĞƵůĞĐŬĞE͕DŽŶŽĞĐLJ<͕ĞƚĂů͘;ϮϬϭϳͿ͘ŚĞŵƚĞĐŚ͕͘
ŽŶůŝŶĞƉƌĞǀŝĞǁ͕K/͗ϭϬ͘ϭϬϬϮͬĐĐƚĐ͘ϮϬϭϳϬϬϰϰϴ͘

Mechanistic Studies on Selective Trimerization of Linear Ơ-Olefins over a Supported Titanium Catalyst...
>ŝŶĞĂƌɲͲŽůĞĮŶƐ;>KƐͿĂƌĞŬĞLJƉůĂƞŽƌŵŝŶƚĞƌŵĞĚŝĂƚĞƐǁŚŝĐŚĐĂŶďĞĐŽŶǀĞƌƚĞĚǀŝĂƚƌŝŵĞƌŝnjĂƟŽŶƚŽŚŝŐŚĞƌǀĂůƵĞƉƌŽĚƵĐƚƐ͕ƐƵĐŚĂƐ
ĚŝĞƐĞůĂŶĚͬŽƌũĞƚĨƵĞů͕ůƵďƌŝĐĂŶƚƐ͕ĂŶĚƉƌĞĐƵƌƐŽƌƐƚŽƐƵƌĨĂĐƚĂŶƚƐĂŶĚĚĞƚĞƌŐĞŶƚƐ͘dŽĚĂƚĞ͕ŽŶůLJƚǁŽƚƌŝŵĞƌŝnjĂƟŽŶĐĂƚĂůLJƐƚƐŚĂǀĞďĞĞŶ
ĨŽƵŶĚƚŽďĞƐĞůĞĐƟǀĞůLJĞīĞĐƟǀĞ͗;Z3TAC)CrCl3ͲǁŚĞƌĞ;Z3dсƚƌŝĂůŬLJůƚƌŝĂnjĂĐLJĐůŽŚĞdžĂŶĞͿĂŶĚŵŽĚŝĮĞĚǀĞƌƐŝŽŶƐŽĨƚŚĞƐŽͲĐĂůůĞĚ&ƵũŝƚĂ
ĐĂƚĂůLJƐƚ;;&/ͿͲdŝů3͕ǁŚĞƌĞ&/сN-;ϱͲŵĞƚŚLJůͲϯͲ;ϭͲĂĚĂŵĂŶƚLJůͿƐĂůŝĐLJůŝĚĞŶĞͿͲϮ഻Ͳ;Ϯ഼ͲŵĞƚŚŽdžLJƉŚĞŶLJůͿĂŶŝůŝŶĂƚŽ͘KŶĞŽĨƚŚĞƐĞŵŽĚŝĮĐĂƟŽŶƐ
ŝƐĂƐŽůƵďůĞ͕ƐƚŽŝĐŚŝŽŵĞƚƌŝĐĂůůLJĂĐƟǀĂƚĞĚĐĂƚĂůLJƐƚŽďƚĂŝŶĞĚĨƌŽŵƚŚĞƌĞĂĐƟŽŶ
Scheme 1. Favored and alternate mechanisms for
ŽĨ;&/ͿdŝDĞ3ǁŝƚŚϭĞƋƵŝǀ͘ŽĨ;6&5)3͖ƚŚĞŽƚŚĞƌŝƐƚŚĞƐƵƉƉŽƌƚĞĚĐĂƚĂůLJƐƚ
formation of major regioisomer.
Ɛ;&/Ϳdŝ͕ŐĞŶĞƌĂƚĞĚďLJĂĚĚŝŶŐ;&/Ϳdŝů3ƚŽDKͲƚƌĞĂƚĞĚ^ŝK2. In both cases,
>KƐ;ϭͲƉĞŶƚĞŶĞ͕ϭͲŚĞdžĞŶĞ͕ϭͲĚĞĐĞŶĞͿĂƌĞŽůŝŐŽŵĞƌŝnjĞĚǁŝƚŚŚŝŐŚ;хϵϱйͿ
ƐĞůĞĐƟǀŝƚLJĨŽƌƚƌŝŵĞƌƐĂŶĚƐƚƌŽŶŐƉƌĞĨĞƌĞŶĐĞ;ΕϴϱйͿĨŽƌĂƐŝŶŐůĞŝƐŽŵĞƌ
ƚŚĞƌĞŽĨ͘dŚĞƐƵƉƉŽƌƚĞĚĐĂƚĂůLJƐƚĞdžŚŝďŝƚƐŚŝŐŚĞƌƉƌŽĚƵĐƟǀŝƚLJ;ĂƐŝƚĚŽĞƐĨŽƌ
ĞƚŚLJůĞŶĞƚƌŝŵĞƌŝnjĂƟŽŶͿ͕ŐŝǀŝŶŐƚƵƌŶŽǀĞƌŶƵŵďĞƌƐ;dKEͿĂƐŚŝŐŚĂƐϭϬϯоϭϬϰ
,ŽǁĞǀĞƌ͕ƚŚĞůĞǀĞůƐŽĨƉƌŽĚƵĐƟǀŝƚLJĂƌĞƚŽŽůŽǁĨŽƌƉƌĂĐƟĐĂůĂƉƉůŝĐĂƟŽŶ͘
,ĞƌĞŝŶ͕ƚŚĞĂƵƚŚŽƌƐƐĞĞŬƚŽŝĚĞŶƟĨLJĂŶĚŝŵƉƌŽǀĞƚŚĞĨĂĐƚŽƌƐƌĞƐƉŽŶƐŝďůĞĨŽƌ
ĚŝŵŝŶŝƐŚĞĚƉƌŽĚƵĐƟǀŝƚLJ͘
dŚĞĐĂƚĂůLJƟĐƉĞƌĨŽƌŵĂŶĐĞŽĨƚŚĞƐƵƉƉŽƌƚĞĚĐĂƚĂůLJƐƚƐƚƵĚŝĞĚŚĞƌĞ͕Ɛ;&/Ϳdŝ͕
ĂƉƉĞĂƌƐƚŽďĞŵŽƐƚůLJŝŶĚĞƉĞŶĚĞŶƚŽĨĐŚĂŝŶůĞŶŐƚŚ͕ǁŝƚŚ>KƐƌĂŶŐŝŶŐ
ĨƌŽŵƉƌŽƉLJůĞŶĞƚŽϭͲĚĞĐĞŶĞŐŝǀŝŶŐĐŽŵƉĂƌĂďůĞĂĐƟǀŝƟĞƐĂŶĚƐĞůĞĐƟǀŝƟĞƐ͕
ŝŶĐůƵĚŝŶŐĂƐƚƌŽŶŐƉƌĞĨĞƌĞŶĐĞĨŽƌĂƐŝŶŐůĞƌĞŐŝŽŝƐŽŵĞƌ͘dŚĞŵŽƐƚůŝŬĞůLJ
ƐĞƋƵĞŶĐĞƚŚĂƚǁŽƵůĚĂĐĐŽƵŶƚĨŽƌƚŚĞƌĞŐŝŽƐĞůĞĐƟǀŝƚLJŝƐĨŽƌŵĂƟŽŶŽĨƚŚĞ
ƉƌĞƐƵŵĂďůLJůĞƐƐƐƚĞƌŝĐĂůůLJĐƌŽǁĚĞĚɴ͕ɴ഻ͲĚŝƐƵďƐƟƚƵƚĞĚŵĞƚĂůůĂĐLJĐůŽƉĞŶƚĂŶĞ
ĨŽůůŽǁĞĚďLJϭ͕ϮͲŝŶƐĞƌƟŽŶŽĨƚŚĞƚŚŝƌĚ>K͕ĂůƚŚŽƵŐŚĂŶĂůƚĞƌŶĂƚĞŵĞĐŚĂŶŝƐŵ
ĐĂŶŶŽƚďĞĞdžĐůƵĚĞĚ;^ĐŚĞŵĞϭͿ͘^ƚƵĚŝĞƐŽĨĞƚŚLJůĞŶĞƚƌŝŵĞƌŝnjĂƟŽŶďLJ;&/Ϳ
dŝDĞ3ͬ;6&5)3͕ĂƐŽůƵďůĞĂŶĂůŽŐŽĨƐ;&/Ϳdŝ͕ĚĞŵŽŶƐƚƌĂƚĞĚƚŚĂƚŝŶŝƟĂƟŽŶ
;ĐŽŶǀĞƌƐŝŽŶŽĨƉƌĞͲĐĂƚĂůLJƐƚ΀;&/ͿdŝDĞ2΁+ƚŽĂŶĂĐƟǀĞĨŽƌŵͿŝƐƐůŽǁƌĞůĂƟǀĞ
ƚŽƉƌŽƉĂŐĂƟŽŶ͕ǁŝƚŚĐĂƚĂůLJƐƚĚĞĐŽŵƉŽƐŝƟŽŶƌŽƵŐŚůLJĐŽŵƉĂƌĂďůĞŝŶƌĂƚĞƚŽ
ŝŶŝƟĂƟŽŶ͘dŚŝƐǁŽƵůĚƐƵŐŐĞƐƚƚŚĂƚĨŽƌ>KƐĂůůƚŚƌĞĞƉƌŽĐĞƐƐĞƐƉƌŽĐĞĞĚŽŶ
ĂƐŝŵŝůĂƌƟŵĞƐĐĂůĞ͕ŵĂŬŝŶŐƌŝŐŽƌŽƵƐŬŝŶĞƟĐĂŶĂůLJƐŝƐǀĞƌLJĐŚĂůůĞŶŐŝŶŐ͘
,ŽǁĞǀĞƌ͕ƐĞǀĞƌĂůƐĞŵŝͲƋƵĂŶƟƚĂƟǀĞŽďƐĞƌǀĂƟŽŶƐƉŽŝŶƚƚŽƚŚŝƌĚͲŽƌĚĞƌ
ĚĞƉĞŶĚĞŶĐĞŽŶƚŚĞĐŽŶĐĞŶƚƌĂƟŽŶŽĨ>KĂƐǁĞůůĂƐƚŚĞǀŝƌƚƵĂůůLJĞƋƵĂů
ŝŶŝƟĂůƌĂƚĞƐĂƚϬĂŶĚϮϱΣͲĮŶĚŝŶŐƐǁŚŝĐŚƚŚĞĂƵƚŚŽƌƐƐƵŐŐĞƐƚĐĂŶďĞ
ĞdžƉůĂŝŶĞĚďLJƚŚĞŵĞĐŚĂŶŝƐŵƐŚŽǁŶŝŶ^ĐŚĞŵĞϮ͘^ŽƵƌĐĞ͗^ƚĞĞůŵĂŶ<͕
ůƵƚŚŐĞ͕>ĞŚŵĂŶD͕ĞƚĂů͘;ϮϬϭϳͿ͘^ĂƚĂů͕͘ϳ͗ϰϵϮϮоϰϵϮϲ͘

Scheme 2. Proposed mechanism accounting for thirdorder kinetics.

*****
A New Synthesis Route for Alternative Catalysts of Noble Metals
ZĞƐĞĂƌĐŚĞƌƐĂƚdŽŚŽŬƵhŶŝǀĞƌƐŝƚLJůĞĚďLJ,ŝƌŽƚŽŵŽEŝƐŚŝŚĂƌĂŚĂǀĞĚĞǀĞůŽƉĞĚĂŶĞǁƐLJŶƚŚĞƐŝƐƌŽƵƚĞĨŽƌĂůƚĞƌŶĂƟǀĞĐĂƚĂůLJƐƚƐŽĨ
ŶŽďůĞŵĞƚĂůƐĨŽƌǀĞƌƐĂƟůĞĐŚĞŵŝĐĂůƌĞĂĐƟŽŶƐƚŚĂƚĐŽƵůĚŚĞůƉĂĚĚƌĞƐƐĞŶǀŝƌŽŶŵĞŶƚĂůĐŽŶĐĞƌŶƐ͘tŚŝůĞĐŽŶǀĞŶƟŽŶĂůĐĂƌďŽŶĂĐĞŽƵƐ
ĐĂƚĂůLJƐƚƐŚĂǀĞĂŵŽƌƉŚŽƵƐĐĂƌďŽŶĂĐĞŽƵƐƐƚƌƵĐƚƵƌĞƐƚŚĂƚĐĂƵƐĞĂĚĞĐůŝŶĞŝŶĐĂƚĂůLJƟĐĂĐƟǀŝƟĞƐ͕ƚŚĞŶĞǁƐLJŶƚŚĞƐŝƐƌŽƵƚĞĞŶĂďůĞƐƚŚĞ
ĨŽƌŵĂƟŽŶŽĨĐĂƌďŽŶĂĐĞŽƵƐĐĂƚĂůLJƐƚƐǁŝƚŚĐŽŶƚƌŽůůĞĚĐŚĞŵŝĐĂůƐƚƌƵĐƚƵƌĞƐůŝŬĞŽƌŐĂŶŝĐͲďĂƐĞĚĐĂƚĂůLJƐƚƐ͘dŚŝƐƐLJŶƚŚĞƐŝƐƌŽƵƚĞŝƐĐĂƉĂďůĞ
ŽĨĚĞǀĞůŽƉŝŶŐĂůƚĞƌŶĂƟǀĞĐĂƚĂůLJƐƚƐŽĨŶŽďůĞŵĞƚĂůƐĨŽƌŵĂŶLJĞĐŽͲĨƌŝĞŶĚůLJƚĞĐŚŶŽůŽŐŝĞƐƐƵĐŚĂƐĨƵĞůĐĞůůǀĞŚŝĐůĞƐ͕ŚLJĚƌŽŐĞŶŐĞŶĞƌĂƟŽŶ
ĨƌŽŵǁĂƚĞƌĂŶĚK2ƌĞĚƵĐƟŽŶ͘^ŽƵƌĐĞ͗dŽŚŽŬƵhŶŝǀĞƌƐŝƚLJ͕ϳͬϮϱͬϮϬϭϳ͘
The Catalyst Review

August 2017 17



The Catalyst Review August 2017

Table of Contents for the Digital Edition of The Catalyst Review August 2017

The Catalyst Review August 2017 - Cover
The Catalyst Review August 2017 - Contents
The Catalyst Review August 2017 - 1
The Catalyst Review August 2017 - 2
The Catalyst Review August 2017 - 3
The Catalyst Review August 2017 - 4
The Catalyst Review August 2017 - 5
The Catalyst Review August 2017 - 6
The Catalyst Review August 2017 - 7
The Catalyst Review August 2017 - 8
The Catalyst Review August 2017 - 9
The Catalyst Review August 2017 - 10
The Catalyst Review August 2017 - 11
The Catalyst Review August 2017 - 12
The Catalyst Review August 2017 - 13
The Catalyst Review August 2017 - 14
The Catalyst Review August 2017 - 15
The Catalyst Review August 2017 - 16
The Catalyst Review August 2017 - 17
The Catalyst Review August 2017 - 18
https://www.nxtbook.com/catalyst/catalystreview/the-catalyst-review-april-2024
https://www.nxtbook.com/catalyst/catalystreview/the-catalyst-review-march-2024
https://www.nxtbook.com/catalyst/catalystreview/the_catalyst_review_february_2024
https://www.nxtbook.com/catalyst/catalystreview/the_catalyst_review_january_2024
https://www.nxtbook.com/catalyst/catalystreview/the_catalyst_review_december_2023
https://www.nxtbook.com/catalyst/catalystreview/the_catalyst_review_november_2023
https://www.nxtbook.com/catalyst/catalystreview/the_catalyst_review_october_2023
https://www.nxtbook.com/catalyst/catalystreview/the_catalyst_review_september_2023
https://www.nxtbook.com/catalyst/catalystreview/the_catalyst_review_august_2023
https://www.nxtbook.com/catalyst/catalystreview/the_catalyst_review_july_2023
https://www.nxtbook.com/catalyst/catalystreview/the_catalyst_review_june_2023
https://www.nxtbook.com/catalyst/catalystreview/the_catalyst_review_may_2023
https://www.nxtbook.com/catalyst/catalystreview/the_catalyst_review_april_2023
https://www.nxtbook.com/catalyst/catalystreview/the-catalyst-review-march-2023
https://www.nxtbook.com/catalyst/catalystreview/the-catalyst-review-february-2023
https://www.nxtbook.com/catalyst/catalystreview/the-catalyst-review-january-2023
https://www.nxtbook.com/catalyst/catalystreview/the-catalyst-review-december-2022
https://www.nxtbook.com/catalyst/catalystreview/the-catalyst-review-november-2022
https://www.nxtbook.com/catalyst/catalystreview/the-catalyst-review-october-2022
https://www.nxtbook.com/catalyst/catalystreview/the-catalyst-review-september-2022
https://www.nxtbook.com/catalyst/catalystreview/the-catalyst-review-august-2022
https://www.nxtbook.com/catalyst/catalystreview/the-catalyst-review-july-2022
https://www.nxtbook.com/catalyst/catalystreview/the_catalyst_review_june_2022
https://www.nxtbook.com/catalyst/catalystreview/thecatalystreviewmay2022
https://www.nxtbook.com/catalyst/catalystreview/the-catalyst-review-april-2022
https://www.nxtbook.com/catalyst/catalystreview/thecatalystreview
https://www.nxtbook.com/catalyst/catalystreview/the-catalyst-review-february-2022
https://www.nxtbook.com/catalyst/catalystreview/the-catalyst-review-january-2022
https://www.nxtbook.com/catalyst/catalystreview/the-catalyst-review-december-2021
https://www.nxtbook.com/catalyst/catalystreview/the-catalyst-review-november-2021
https://www.nxtbook.com/catalyst/catalystreview/thecatalystreviewoctober2021
https://www.nxtbook.com/catalyst/catalystreview/the-catalyst-review-september-2021
https://www.nxtbook.com/catalyst/catalystreview/the-catalyst-review-august-2021
https://www.nxtbook.com/catalyst/catalystreview/the-catalyst-review-july-2021
https://www.nxtbook.com/catalyst/catalystreview/the-catalyst-review-june-2021
https://www.nxtbook.com/catalyst/catalystreview/the-catalyst-review-may-2021
https://www.nxtbook.com/catalyst/catalystreview/the-catalyst-review-april-2021
https://www.nxtbook.com/catalyst/catalystreview/the-catalyst-review-march-2021
https://www.nxtbook.com/catalyst/catalystreview/thecatalystreviewfebruary2021
https://www.nxtbook.com/catalyst/catalystreview/The_Catalyst_Review_January_2021
https://www.nxtbook.com/catalyst/catalystreview/thecatalystreviewdecember2020
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