Secondary α-Deuterium Isotope Effects on Reactions of the Grignard Reagent from 1-Bromopentane-1,1-d2

E. Alexander Hill; Daniel C. Link

doi:10.1021/om00071a020

Secondary α-Deuterium Isotope Effects on Reactions of the Grignard Reagent from 1-Bromopentane-1,1-d₂

E. Alexander Hill
, Daniel C. Link

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

1 Scopus citations

Abstract

Secondary α-deuterium isotope effects have been determined for reactions of the Grignard reagent from l-bromopentane-1,1-d₂ with phenylacetylene and with benzonitrile. Isotope effects were found to be 0.99₈ ± 0.03 and 1.00₃ ± 0.02₂, respectively. The small isotope effects may be consistent with a variety of mechanisms, including electron transfer and cyclic or open polar electrophilic attacks on the carbon-magnesium bond.

Original language	English
Pages (from-to)	1501-1506
Number of pages	6
Journal	Organometallics
Volume	1
Issue number	11
DOIs	https://doi.org/10.1021/om00071a020
State	Published - 1982

Access to Document

10.1021/om00071a020

Cite this

@article{97c897589c0c43d390aea01d32ff9209,

title = "Secondary α-Deuterium Isotope Effects on Reactions of the Grignard Reagent from 1-Bromopentane-1,1-d2",

abstract = "Secondary α-deuterium isotope effects have been determined for reactions of the Grignard reagent from l-bromopentane-1,1-d2 with phenylacetylene and with benzonitrile. Isotope effects were found to be 0.998 ± 0.03 and 1.003 ± 0.022, respectively. The small isotope effects may be consistent with a variety of mechanisms, including electron transfer and cyclic or open polar electrophilic attacks on the carbon-magnesium bond.",

author = "Hill, \{E. Alexander\} and Link, \{Daniel C.\}",

year = "1982",

doi = "10.1021/om00071a020",

language = "English",

volume = "1",

pages = "1501--1506",

journal = "Organometallics",

issn = "0276-7333",

number = "11",

}

TY - JOUR

T1 - Secondary α-Deuterium Isotope Effects on Reactions of the Grignard Reagent from 1-Bromopentane-1,1-d2

AU - Hill, E. Alexander

AU - Link, Daniel C.

PY - 1982

Y1 - 1982

N2 - Secondary α-deuterium isotope effects have been determined for reactions of the Grignard reagent from l-bromopentane-1,1-d2 with phenylacetylene and with benzonitrile. Isotope effects were found to be 0.998 ± 0.03 and 1.003 ± 0.022, respectively. The small isotope effects may be consistent with a variety of mechanisms, including electron transfer and cyclic or open polar electrophilic attacks on the carbon-magnesium bond.

AB - Secondary α-deuterium isotope effects have been determined for reactions of the Grignard reagent from l-bromopentane-1,1-d2 with phenylacetylene and with benzonitrile. Isotope effects were found to be 0.998 ± 0.03 and 1.003 ± 0.022, respectively. The small isotope effects may be consistent with a variety of mechanisms, including electron transfer and cyclic or open polar electrophilic attacks on the carbon-magnesium bond.

UR - https://www.scopus.com/pages/publications/84958600358

U2 - 10.1021/om00071a020

DO - 10.1021/om00071a020

M3 - Article

AN - SCOPUS:84958600358

SN - 0276-7333

VL - 1

SP - 1501

EP - 1506

JO - Organometallics

JF - Organometallics

IS - 11

ER -

Secondary α-Deuterium Isotope Effects on Reactions of the Grignard Reagent from 1-Bromopentane-1,1-d₂

Abstract

Access to Document

Other files and links

Fingerprint

Cite this