公开(公告)号：US10059726B2

公开(公告)日：2018-08-28

申请号：US15166405

申请日：2016-05-27

Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGY

Inventor： Anton Toutov ,  Wenbo Liu ,  Kerry Betz ,  Alexey Fedorov ,  Brian M. Stoltz ,  Robert H. Grubbs

IPC: C07F7/08

CPC classification number: C07F7/0829

Abstract: The present invention is directed to a mild, efficient, and general direct C(sp2)-H bond silylation of terminal olefins. Various embodiments includes methods, each method comprising or consisting essentially of contacting at least one organic substrate comprising a terminal olefinic C—H bond, with a mixture of at least one organosilane, organosilane, or mixture thereof and an alkali metal alkoxide or alkali metal hydroxide, such that the contacting results in the formation of a silylated olefinic product. The systems associated with these methods are also disclosed.

公开(公告)号：US11753421B2

公开(公告)日：2023-09-12

申请号：US17688122

申请日：2022-03-07

Applicant: California Institute of Technology

Inventor： Anton Toutov ,  Kerry Betz ,  Alexey Fedorov ,  Brian M. Stoltz ,  Wenbo Liu ,  Robert H. Grubbs

IPC: C07F7/08 ,  C07D209/12

CPC classification number: C07F7/0801 ,  C07D209/12 ,  C07F7/0827 ,  C07F7/0832

Abstract: The present disclosure describes methods for silylating aromatic derivatives, comprising the use of hydrosilanes and potassium hydroxide.

公开(公告)号：US20220162236A1

公开(公告)日：2022-05-26

申请号：US17557313

申请日：2021-12-21

Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGY

Inventor： Robert H. Grubbs ,  Alexey Fedorov ,  Anton Toutov ,  Kerry N. Betz

IPC: C07F7/08 ,  C07C1/22 ,  C07C37/055 ,  C07C37/50 ,  C07C209/28 ,  C07C209/62 ,  C07C319/06

Abstract: The present disclosure describes methods for silylating aromatic organic substrates, and associated chemical systems, said methods comprising or consisting essentially of contacting the aromatic organic substrate with a mixture of (a) at least one organosilane and (b) at least one strong base, under conditions sufficient to silylate the aromatic substrate.

公开(公告)号：US20210047348A1

公开(公告)日：2021-02-18

申请号：US17074717

申请日：2020-10-20

Applicant: California Institute of Technology

Inventor： Anton Toutov ,  Kerry Betz ,  Alexey Fedorov ,  Brian M. Stoltz ,  Wenbo Liu ,  Robert H. Grubbs

IPC: C07F7/08 ,  C07D209/12

Abstract: The present disclosure describes methods for silylating aromatic derivatives, comprising the use of hydrosilanes and potassium hydroxide.

公开(公告)号：US20190048030A1

公开(公告)日：2019-02-14

申请号：US16159298

申请日：2018-10-12

Applicant: California Institute Of Technology

Inventor： Anton Toutov ,  Kerry Betz ,  Alexey Fedorov ,  Brian M. Stoltz ,  Wenbo Liu ,  Robert H. Grubbs

IPC: C07F7/08 ,  C07D209/12

Abstract: The present disclosure describes novel silylated heteroaromatic derivatives, including those prepared by methods comprising the use of hydrosilanes and at least one strong base, the definition of strong base now also including hydroxide, especially KOH.

公开(公告)号：US09556080B2

公开(公告)日：2017-01-31

申请号：US14972653

申请日：2015-12-17

Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGY

Inventor： Anton Toutov ,  Wenbo Liu ,  Brian M. Stoltz ,  Robert H. Grubbs ,  Kerry Betz ,  David P. Schuman

IPC: C07B47/00 ,  C07F7/08 ,  C07D209/12

CPC classification number: C07B47/00 ,  C07D209/12 ,  C07F5/04 ,  C07F7/0827

Abstract: The present invention describes chemical systems and methods for silylating heteroaromatic organic substrates, said system consisting essentially of a mixture of (a) at least one organodisilane and (b) at least alkoxide base, preferably a potassium alkoxide base, and said methods comprising contacting a quantity of the organic substrate with a mixture consisting essentially of (a) at least one organodisilane and (b) at least one alkoxide base, preferably a potassium alkoxide, under conditions sufficient to silylate the heteroaromatic substrate.

Abstract translation: 本发明描述了用于甲硅烷基化杂芳族有机底物的化学系统和方法，所述系统基本上由（a）至少一种有机硅烷和（b）至少烷氧基，优选烷醇钾碱的混合物组成，所述方法包括使 基本上由（a）至少一种有机硅烷和（b）至少一种醇盐碱，优选烷氧基钾，在足以使所述杂芳族底物甲硅烷基化的条件下混合的混合物的有机底物的量。