公开(公告)号：US10919917B2

公开(公告)日：2021-02-16

申请号：US16705408

申请日：2019-12-06

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 heteroaromatic derivatives, comprising the use of hydrosilanes and potassium hydroxide.

公开(公告)号：US10513531B2

公开(公告)日：2019-12-24

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：US10125153B2

公开(公告)日：2018-11-13

申请号：US15804275

申请日：2017-11-06

Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGY

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

IPC: C08G75/00 ,  C07F7/08 ,  C07D209/12

Abstract: The present invention describes chemical systems and methods for silylating N—H bonds of aliphatic amines, said system or method comprising or consisting essentially of a mixture of (a) at least one organosilane and (b) at least one hydroxide, especially KOH, said system being preferably, but not necessarily substantially free of a transition-metal compound, and said methods comprising contacting a quantity of the organic substrate with a mixture of (a) at least one organosilane and (b) at least one strong base, under conditions sufficient to replace an N—H bond with a silyl N—Si bond.

公开(公告)号：US09908840B2

公开(公告)日：2018-03-06

申请号：US14043917

申请日：2013-10-02

Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGY

Inventor： Robert H. Grubbs ,  Alexey Fedorov ,  Anton Toutov ,  Nicholas A. Swisher

IPC: C07D249/18 ,  C07D213/48 ,  C07D213/74 ,  C07D235/10 ,  C07D239/42 ,  C07D241/20 ,  C07C223/06 ,  C07C309/31 ,  C07C209/28 ,  C07C37/50 ,  C07C1/22 ,  C07C37/055 ,  C07C209/62 ,  C07C319/06 ,  C07F7/08

CPC classification number: C07C209/28 ,  C07B2200/05 ,  C07C1/22 ,  C07C37/055 ,  C07C37/50 ,  C07C209/62 ,  C07C319/06 ,  C07F7/081 ,  C07F7/0814 ,  C07C39/15 ,  C07C15/06 ,  C07C15/16 ,  C07C15/18 ,  C07C15/14 ,  C07C15/04 ,  C07C15/02 ,  C07C15/24 ,  C07C211/48 ,  C07C321/26

Abstract: The present invention describes chemical systems and methods for reducing C—O, C—N, and C—S bonds, said system comprising a mixture of (a) at least one organosilane and (b) at least one strong base, said system being substantially free of a transition-metal compound, and said system optionally comprising at least one molecular hydrogen donor compound, molecular hydrogen, or both.

公开(公告)号：US09809607B2

公开(公告)日：2017-11-07

申请号：US14818417

申请日：2015-08-05

Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGY

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

IPC: C08G75/00 ,  C07F7/08 ,  C07D209/12

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

Abstract: The present invention describes chemical systems and methods for silylating aromatic organic substrates, said system or method comprising or consisting essentially of a mixture of (a) at least one organosilane and (b) at least one strong base, the definition of strong base now also including KOH, said system being preferably, but not necessarily substantially free of a transition-metal compound, and said methods comprising contacting a quantity of the 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：US11312733B2

公开(公告)日：2022-04-26

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：US11230520B2

公开(公告)日：2022-01-25

申请号：US17142751

申请日：2021-01-06

Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGY

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

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

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：US20210323983A1

公开(公告)日：2021-10-21

申请号：US17332394

申请日：2021-05-27

Applicant: California Institute Of Technology

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

IPC: C07F7/08 ,  C07F7/18

Abstract: The present disclosure is directed to methods of silylating organic substrates containing C—H or O—H bonds. In some embodiments, the methods use compositions that are derived from the preconditioning of mixtures of hydrosilanes or organodisilanes with bases, including metal hydroxide, metal alkoxide, metal silanoates, potassium amides, and/or graphitic potassium bases.

公开(公告)号：US11104693B2

公开(公告)日：2021-08-31

申请号：US16384178

申请日：2019-04-15

Applicant: California Institute Of Technology

Inventor： Anton Toutov ,  Kerry Betz ,  Andrew M. Romine ,  Robert H. Grubbs

IPC: C07F7/21 ,  C07D235/08 ,  C07F7/18 ,  C07F7/08

Abstract: The present disclosure is directed to methods for dehydrogenatively coupled hydrosilanes and alcohols, the methods comprising contacting an organic substrate having at least one organic alcohol moiety with a mixture of at least one hydrosilane and sodium and/or potassium hydroxide, the contacting resulting in the formation of a dehydrogenatively coupled silyl ether. The disclosure further described associated compositions and methods of using the formed products.

公开(公告)号：US10927065B2

公开(公告)日：2021-02-23

申请号：US15889295

申请日：2018-02-06

Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGY

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

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

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.