In Situ Catalyst Generation and Benchtop-Compatible Entry Points for TiII/TiIV Redox Catalytic Reactions

Zachary W. Davis-Gilbert; Kento Kawakita; Daniel R. Blechschmidt; Hayato Tsurugi; Kazushi Mashima; Ian A. Tonks

doi:10.1021/acs.organomet.8b00474

In Situ Catalyst Generation and Benchtop-Compatible Entry Points for Ti^II/Ti^IV Redox Catalytic Reactions

Zachary W. Davis-Gilbert
, Kento Kawakita
, Daniel R. Blechschmidt
, Hayato Tsurugi
, Kazushi Mashima
, Ian A. Tonks

Chemistry (Twin Cities)

Research output: Contribution to journal › Article › peer-review

29 Scopus citations

Abstract

The development of several in situ generated catalyst systems for Ti-catalyzed oxidative nitrene transfer reactions is reported. The simplest and widely applicable catalyst system, TiCl₄(THF)₂/Zn⁰, can be set up on the benchtop under air. This system uses commercially available reagents and can be used as an entry point for Ti^II/Ti^IV multicomponent redox reactions for the synthesis of pyrroles, α,γ-unsaturated imines, α,β-unsaturated imines, cyclopropylimines, and arenes.

Original language	English (US)
Pages (from-to)	4439-4445
Number of pages	7
Journal	Organometallics
Volume	37
Issue number	23
DOIs	https://doi.org/10.1021/acs.organomet.8b00474
State	Published - Dec 10 2018

Bibliographical note

Publisher Copyright:
© 2018 American Chemical Society.

Publisher link

10.1021/acs.organomet.8b00474

https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6892472

Find It

Find It at U of M Libraries

Cite this

@article{7f61c70e8dab4e8d802ed2efa09b2724,

title = "In Situ Catalyst Generation and Benchtop-Compatible Entry Points for TiII/TiIV Redox Catalytic Reactions",

abstract = "The development of several in situ generated catalyst systems for Ti-catalyzed oxidative nitrene transfer reactions is reported. The simplest and widely applicable catalyst system, TiCl4(THF)2/Zn0, can be set up on the benchtop under air. This system uses commercially available reagents and can be used as an entry point for TiII/TiIV multicomponent redox reactions for the synthesis of pyrroles, α,γ-unsaturated imines, α,β-unsaturated imines, cyclopropylimines, and arenes.",

author = "Davis-Gilbert, \{Zachary W.\} and Kento Kawakita and Blechschmidt, \{Daniel R.\} and Hayato Tsurugi and Kazushi Mashima and Tonks, \{Ian A.\}",

note = "Publisher Copyright: {\textcopyright} 2018 American Chemical Society.",

year = "2018",

month = dec,

day = "10",

doi = "10.1021/acs.organomet.8b00474",

language = "English (US)",

volume = "37",

pages = "4439--4445",

journal = "Organometallics",

issn = "0276-7333",

publisher = "American Chemical Society",

number = "23",

}

TY - JOUR

T1 - In Situ Catalyst Generation and Benchtop-Compatible Entry Points for TiII/TiIV Redox Catalytic Reactions

AU - Davis-Gilbert, Zachary W.

AU - Kawakita, Kento

AU - Blechschmidt, Daniel R.

AU - Tsurugi, Hayato

AU - Mashima, Kazushi

AU - Tonks, Ian A.

PY - 2018/12/10

Y1 - 2018/12/10

N2 - The development of several in situ generated catalyst systems for Ti-catalyzed oxidative nitrene transfer reactions is reported. The simplest and widely applicable catalyst system, TiCl4(THF)2/Zn0, can be set up on the benchtop under air. This system uses commercially available reagents and can be used as an entry point for TiII/TiIV multicomponent redox reactions for the synthesis of pyrroles, α,γ-unsaturated imines, α,β-unsaturated imines, cyclopropylimines, and arenes.

AB - The development of several in situ generated catalyst systems for Ti-catalyzed oxidative nitrene transfer reactions is reported. The simplest and widely applicable catalyst system, TiCl4(THF)2/Zn0, can be set up on the benchtop under air. This system uses commercially available reagents and can be used as an entry point for TiII/TiIV multicomponent redox reactions for the synthesis of pyrroles, α,γ-unsaturated imines, α,β-unsaturated imines, cyclopropylimines, and arenes.

UR - https://www.scopus.com/pages/publications/85053325753

UR - https://www.scopus.com/pages/publications/85053325753#tab=citedBy

U2 - 10.1021/acs.organomet.8b00474

DO - 10.1021/acs.organomet.8b00474

M3 - Article

C2 - 31802785

AN - SCOPUS:85053325753

SN - 0276-7333

VL - 37

SP - 4439

EP - 4445

JO - Organometallics

JF - Organometallics

IS - 23

ER -