Formation of an air-stable diboraneviaa stepwise BH3addition of pyrido[1,2-a]isoindole with H2evolution

Jiaqi Dong; Lutao Zhang; Dehui Tan; Jianfeng Wu; Nan Wang; Soren K. Mellerup; Suning Wang; Deng Tao Yang

doi:10.1039/d1cc04228a

Formation of an air-stable diboraneviaa stepwise BH₃addition of pyrido[1,2-a]isoindole with H₂evolution

Jiaqi Dong
, Lutao Zhang
, Dehui Tan
, Jianfeng Wu
, Nan Wang^*
, Soren K. Mellerup
, Suning Wang
, Deng Tao Yang

^*Corresponding author for this work

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

3 Citations (Scopus)

Abstract

A novel and air-stable organo(hydro)diborane featuring a five-membered aryl ring supported bridging B-C-B three-centre-two-electron (3c-2e) bond has been reported. Pyrido[1,2-a]isoindole was found to undergo a stepwise BH₃addition reaction, during which a mono-BH₃adduct was formed from a electrophilic addition at the C^γin pyrido[1,2-a]isoindole. A molecule of hydrogen was eliminated throughout the second step of addition reaction. DFT calculations indicate that the H₂evolution is concerted to the second BH₃addition rather than forming B-C before the second BH₃attack.

Original language	English
Pages (from-to)	9882-9885
Number of pages	4
Journal	Chemical Communications
Volume	57
Issue number	77
DOIs	https://doi.org/10.1039/d1cc04228a
Publication status	Published - 4 Oct 2021
Externally published	Yes

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title = "Formation of an air-stable diboraneviaa stepwise BH3addition of pyrido[1,2-a]isoindole with H2evolution",

abstract = "A novel and air-stable organo(hydro)diborane featuring a five-membered aryl ring supported bridging B-C-B three-centre-two-electron (3c-2e) bond has been reported. Pyrido[1,2-a]isoindole was found to undergo a stepwise BH3addition reaction, during which a mono-BH3adduct was formed from a electrophilic addition at the Cγin pyrido[1,2-a]isoindole. A molecule of hydrogen was eliminated throughout the second step of addition reaction. DFT calculations indicate that the H2evolution is concerted to the second BH3addition rather than forming B-C before the second BH3attack.",

author = "Jiaqi Dong and Lutao Zhang and Dehui Tan and Jianfeng Wu and Nan Wang and Mellerup, \{Soren K.\} and Suning Wang and Yang, \{Deng Tao\}",

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doi = "10.1039/d1cc04228a",

language = "English",

volume = "57",

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T1 - Formation of an air-stable diboraneviaa stepwise BH3addition of pyrido[1,2-a]isoindole with H2evolution

AU - Dong, Jiaqi

AU - Zhang, Lutao

AU - Tan, Dehui

AU - Wu, Jianfeng

AU - Wang, Nan

AU - Mellerup, Soren K.

AU - Wang, Suning

AU - Yang, Deng Tao

PY - 2021/10/4

Y1 - 2021/10/4

N2 - A novel and air-stable organo(hydro)diborane featuring a five-membered aryl ring supported bridging B-C-B three-centre-two-electron (3c-2e) bond has been reported. Pyrido[1,2-a]isoindole was found to undergo a stepwise BH3addition reaction, during which a mono-BH3adduct was formed from a electrophilic addition at the Cγin pyrido[1,2-a]isoindole. A molecule of hydrogen was eliminated throughout the second step of addition reaction. DFT calculations indicate that the H2evolution is concerted to the second BH3addition rather than forming B-C before the second BH3attack.

AB - A novel and air-stable organo(hydro)diborane featuring a five-membered aryl ring supported bridging B-C-B three-centre-two-electron (3c-2e) bond has been reported. Pyrido[1,2-a]isoindole was found to undergo a stepwise BH3addition reaction, during which a mono-BH3adduct was formed from a electrophilic addition at the Cγin pyrido[1,2-a]isoindole. A molecule of hydrogen was eliminated throughout the second step of addition reaction. DFT calculations indicate that the H2evolution is concerted to the second BH3addition rather than forming B-C before the second BH3attack.

UR - https://www.scopus.com/pages/publications/85116437522

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DO - 10.1039/d1cc04228a

M3 - Article

C2 - 34494050

AN - SCOPUS:85116437522

SN - 1359-7345

VL - 57

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JO - Chemical Communications

JF - Chemical Communications

IS - 77

ER -

Formation of an air-stable diboraneviaa stepwise BH₃addition of pyrido[1,2-a]isoindole with H₂evolution

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