The s-cis and s-trans π complexes of B-bromocatecholborane and (E)-2-butenal

Charles Anderson; Michael McGinnis; Kurt Vagle; Anna Edwards; Nancy Engle; Rachel Sick; George W. Kabalka; Richard M. Pagni

doi:10.3184/030823403322863094

The s-cis and s-trans π complexes of B-bromocatecholborane and (E)-2-butenal

Charles Anderson, Michael McGinnis, Kurt Vagle, Anna Edwards, Nancy Engle, Rachel Sick, George W. Kabalka, Richard M. Pagni

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

1 Scopus citations

Abstract

(E)-2-Butenal reacts with B-bromocatecholborane in CD₂Cl ₂ at -78°C to form two species in a 1:1 ratio which does not vary between -20°C and -100°C; IR and NMR experiments ( ¹H-¹H COSY and ¹H-¹³C HETCOR and ¹H-¹H ROESY [CAMELSPIN]) demonstrate that the two species are π complexes in which the aldehyde exists in s-cis and s-trans conformations which interconvent slowly (¹H-¹H EXSY NMR).

Original language	English
Pages (from-to)	726-727
Number of pages	2
Journal	Journal of Chemical Research - Part S
Issue number	11
DOIs	https://doi.org/10.3184/030823403322863094
State	Published - Nov 2003
Externally published	Yes

Keywords

1-D and 2-D NMR
B-bromocatecholborane
E-2-butenal
π complexes

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10.3184/030823403322863094

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title = "The s-cis and s-trans π complexes of B-bromocatecholborane and (E)-2-butenal",

abstract = "(E)-2-Butenal reacts with B-bromocatecholborane in CD2Cl 2 at -78°C to form two species in a 1:1 ratio which does not vary between -20°C and -100°C; IR and NMR experiments ( 1H-1H COSY and 1H-13C HETCOR and 1H-1H ROESY [CAMELSPIN]) demonstrate that the two species are π complexes in which the aldehyde exists in s-cis and s-trans conformations which interconvent slowly (1H-1H EXSY NMR).",

keywords = "1-D and 2-D NMR, B-bromocatecholborane, E-2-butenal, π complexes",

author = "Charles Anderson and Michael McGinnis and Kurt Vagle and Anna Edwards and Nancy Engle and Rachel Sick and Kabalka, {George W.} and Pagni, {Richard M.}",

year = "2003",

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doi = "10.3184/030823403322863094",

language = "English",

pages = "726--727",

journal = "Journal of Chemical Research - Part S",

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T1 - The s-cis and s-trans π complexes of B-bromocatecholborane and (E)-2-butenal

AU - Anderson, Charles

AU - McGinnis, Michael

AU - Vagle, Kurt

AU - Edwards, Anna

AU - Engle, Nancy

AU - Sick, Rachel

AU - Kabalka, George W.

AU - Pagni, Richard M.

PY - 2003/11

Y1 - 2003/11

N2 - (E)-2-Butenal reacts with B-bromocatecholborane in CD2Cl 2 at -78°C to form two species in a 1:1 ratio which does not vary between -20°C and -100°C; IR and NMR experiments ( 1H-1H COSY and 1H-13C HETCOR and 1H-1H ROESY [CAMELSPIN]) demonstrate that the two species are π complexes in which the aldehyde exists in s-cis and s-trans conformations which interconvent slowly (1H-1H EXSY NMR).

AB - (E)-2-Butenal reacts with B-bromocatecholborane in CD2Cl 2 at -78°C to form two species in a 1:1 ratio which does not vary between -20°C and -100°C; IR and NMR experiments ( 1H-1H COSY and 1H-13C HETCOR and 1H-1H ROESY [CAMELSPIN]) demonstrate that the two species are π complexes in which the aldehyde exists in s-cis and s-trans conformations which interconvent slowly (1H-1H EXSY NMR).

KW - 1-D and 2-D NMR

KW - B-bromocatecholborane

KW - E-2-butenal

KW - π complexes

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DO - 10.3184/030823403322863094

M3 - Article

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SN - 0308-2342

SP - 726

EP - 727

JO - Journal of Chemical Research - Part S

JF - Journal of Chemical Research - Part S

IS - 11

ER -

The s-cis and s-trans π complexes of B-bromocatecholborane and (E)-2-butenal

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